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To Boot New York
Men's Boots

Men's boots by To Boot New York. There's something particularly satisfying about boots, proper footwear, especially when it's getting colder.

Prices correct at time of writing - subject to change

Men's To Boot New York 'Aaron' Oxford
$325

Perforated trim offers added sophistication to a handsome cap-toe oxford crafted from soft, burnished leather. Color(s): black, tan. Brand: To Boot New York. Style Name: To Boot New York 'Aaron' Oxford (Men). Style Number: 261894. Available In Stores. more...




Men's To Boot New York 'Aaron' Oxford, Black
$325

Perforated trim offers added sophistication to a handsome cap-toe oxford crafted from soft, burnished leather. Color(s): black, tan. Brand: To Boot New York. Style Name: To Boot New York 'Aaron' Oxford (Men). Style Number: 261894. Available In Stores. more...




Men's To Boot New York 'Altman' Sneaker
On sale - now $199.96 - was $299

Buttery soft calfskin forms a sleek sneaker topped with a pair of smart straps. Color(s): black. Brand: To Boot New York. Style Name: To Boot New York 'Altman' Sneaker (Men). Style Number: 746650. more...




Men's To Boot New York 'Ashton' Driving Shoe
$295

Bold contrast stitching livens up a casual driving shoe shaped from soft suede. Color(s): soft black, soft brown. Brand: To Boot New York. Style Name: To Boot New York 'Ashton' Driving Shoe. Style Number: 969764. more...




Men's To Boot New York 'Ashton' Driving Shoe, Black
$295

Bold contrast stitching livens up a casual driving shoe shaped from soft suede. Color(s): soft black, soft brown. Brand: To Boot New York. Style Name: To Boot New York 'Ashton' Driving Shoe. Style Number: 969764. more...




Men's To Boot New York 'Benton' Wingtip
$398

Rich burnishing adds to the vintage vibe of a low-profile wingtip shoe featuring a leather sole with laser-etched map detailing of Manhattan. Color(s): softy sigaro, trapper cognac. Brand: To Boot New York. Style Name: To Boot New York 'Benton' Wingtip (M more...




Men's To Boot New York 'Brandon' Cap Toe Oxford (Nordstrom Exclusive)
$395

Exquisitely burnished Italian leather forms a handsomely crafted oxford featuring sleek lines and no-nonsense design to achieve understated elegance. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Brandon' Cap Toe Oxford ( more...




Men's To Boot New York 'Brandon' Cap Toe Oxford, Brown (Nordstrom Exclusive)
$395

Exquisitely burnished Italian leather forms a handsomely crafted oxford featuring sleek lines and no-nonsense design to achieve understated elegance. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Brandon' Cap Toe Oxford ( more...




Men's To Boot New York 'Brennan' Wingtip Boot
$450

Richly burnished leather lends an antique feel to a sharp boot clad in classic wingtip paneling. Lacing grommets switch to hooks at the shaft to further the vintage appeal. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Br more...




Men's To Boot New York 'Brennan' Wingtip Boot, Black
$450

Richly burnished leather lends an antique feel to a sharp boot clad in classic wingtip paneling. Lacing grommets switch to hooks at the shaft to further the vintage appeal. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Br more...




Men's To Boot New York 'Brooklyn' Double Monk Strap Shoe
On sale - now $162.49 - was $325

Full-grain calfskin leather forms an Italian-crafted monk shoe fitted with sleek hardware and a classic cap toe. Color(s): vitello black. Brand: To Boot New York. Style Name: To Boot New York 'Brooklyn' Double Monk Strap Shoe (Men). Style Number: 833416. more...




Men's To Boot New York 'Brooklyn' Double Monk Strap Shoe- Brown
On sale - now $199.9 - was $325

Full-grain calfskin leather forms an Italian-crafted monk shoe fitted with sleek hardware and a classic cap toe. Color(s): vitello cuoio brown. Brand: To Boot New York. Style Name: To Boot New York 'Brooklyn' Double Monk Strap Shoe (Men). Style Number: 83 more...




Men's To Boot New York 'Burns' Double Monk Strap Shoe
$450

Wingtip paneling adds sharp texture to a bold monk strap shoe fashioned from burnished calfskin. Color(s): tan. Brand: To Boot New York. Style Name: To Boot New York 'Burns' Double Monk Strap Shoe (Men). Style Number: 746654. more...




Men's To Boot New York 'Cadiz' Braided Leather Flip Flop
On sale - now $82.49 - was $165

Rich, earthy leather is woven into the wide straps that top the foot in a casual, rubber-soled flip-flop. Color(s): vintage nero. Brand: To Boot New York. Style Name: To Boot New York 'Cadiz' Braided Leather Flip Flop. Style Number: 243705 1. more...




Men's To Boot New York 'Cadiz' Braided Leather Flip Flop, Brown
$165

Rich, earthy leather is woven into the wide straps that top the foot in a casual, rubber-soled flip-flop. Color(s): dark brown, vitello dark brown. Brand: To Boot New York. Style Name: To Boot New York 'Cadiz' Braided Leather Flip Flop. Style Number: 2437 more...




Men's To Boot New York 'Campbell' Monk Strap Slip-On
$395

A sleek plain toe box fronts a classic slip-on topped with a single monk-strap closure. Color(s): black, brown. Brand: To Boot New York. Style Name: To Boot New York 'Campbell' Monk Strap Slip-On. Style Number: 617050. more...




Men's To Boot New York 'Campbell' Monk Strap Slip-On, Brown
$395

A sleek plain toe box fronts a classic slip-on topped with a single monk-strap closure. Color(s): black, brown. Brand: To Boot New York. Style Name: To Boot New York 'Campbell' Monk Strap Slip-On. Style Number: 617050. more...




Men's To Boot New York 'Carter' Apron Toe Derby
$395

Lustrous calfskin leather shapes a handsome derby cast in a sharp, modern silhouette. Color(s): black, marrone. Brand: To Boot New York. Style Name: To Boot New York 'Carter' Apron Toe Derby (Men). Style Number: 743920. more...




Men's To Boot New York 'Clarkston' Chukka Boot
$350

Soft suede forms a lightly structured chukka boot in a lean silhouette. Color(s): cigar. Brand: To Boot New York. Style Name: To Boot New York 'Clarkston' Chukka Boot. Style Number: 684282. more...




Men's To Boot New York 'Cornell' Chukka Boot
$398

Antiqued leather defines a high-shine chukka boot with eye-catching appeal. Color(s): cognac, trapper black, trapper brown. Brand: To Boot New York. Style Name: To Boot New York 'Cornell' Chukka Boot (Men). Style Number: 744302. more...




Men's To Boot New York 'Cornell' Chukka Boot- Brown
$398

Antiqued leather defines a high-shine chukka boot with eye-catching appeal. Color(s): cognac, trapper black, trapper brown. Brand: To Boot New York. Style Name: To Boot New York 'Cornell' Chukka Boot (Men). Style Number: 744302. more...




Men's To Boot New York 'Damon' Apron Toe Derby
On sale - now $162.49 - was $325

Handsomely burnished calfskin leather forms a neat apron-toe derby crafted in Italy with a stacked sole. Color(s): vitello black. Brand: To Boot New York. Style Name: To Boot New York 'Damon' Apron Toe Derby (Men). Style Number: 835172. more...




Men's To Boot New York 'Damon' Apron Toe Derby- Brown
On sale - now $199.9 - was $325

Handsomely burnished calfskin leather forms a neat apron-toe derby crafted in Italy with a stacked sole. Color(s): vitello marrone brown. Brand: To Boot New York. Style Name: To Boot New York 'Damon' Apron Toe Derby (Men). Style Number: 835172 1. more...




Men's To Boot New York 'Duke' Wingtip
$450

Handsomely burnished calfskin forms a classically crafted wingtip steeped in rich style. Color(s): brown, parmadoc nero. Brand: To Boot New York. Style Name: To Boot New York 'Duke' Wingtip (Men). Style Number: 743912. more...




Men's To Boot New York 'Duke' Wingtip- Black
$450

Handsomely burnished calfskin forms a classically crafted wingtip steeped in rich style. Color(s): brown, parmadoc nero. Brand: To Boot New York. Style Name: To Boot New York 'Duke' Wingtip (Men). Style Number: 743912. more...




Men's To Boot New York 'Erik' Venetian Loafer
On sale - now $149.97 - was $325

Apron toe construction forms a sleek loafer cobbled from handsome calfskin leather. Color(s): dark brown. Brand: To Boot New York. Style Name: To Boot New York 'Erik' Venetian Loafer. Style Number: 956444 2. more...




Men's To Boot New York 'Erik' Venetian Loafer
On sale - now $162.49 - was $325

Apron toe construction forms a sleek loafer cobbled from handsome calfskin leather. Color(s): black, vitello marrone brown. Brand: To Boot New York. Style Name: To Boot New York 'Erik' Venetian Loafer. Style Number: 956444. more...




Men's To Boot New York 'Erik' Venetian Loafer
On sale - now $199.9 - was $325

Apron toe construction forms a sleek loafer cobbled from handsome calfskin leather. Color(s): black. Brand: To Boot New York. Style Name: To Boot New York 'Erik' Venetian Loafer. Style Number: 956444 1. more...




Men's To Boot New York 'Farley' Sneaker
$350

A cool street sneaker set on a sporty contrast sole is crafted in grainy Italian leather with superb style. Color(s): plonge brown, plonge nero. Brand: To Boot New York. Style Name: To Boot New York 'Farley' Sneaker (Men). Style Number: 866217. more...




Men's To Boot New York 'Farley' Sneaker- Brown
$350

A cool street sneaker set on a sporty contrast sole is crafted in grainy Italian leather with superb style. Color(s): plonge brown, plonge nero. Brand: To Boot New York. Style Name: To Boot New York 'Farley' Sneaker (Men). Style Number: 866217. more...




Men's To Boot New York 'Felix' Plain Toe Leather Derby, Brown
$325

Supple leather forms a handsome derby steeped in vintage appeal and versatile style. Color(s): tan. Brand: To Boot New York. Style Name: To Boot New York 'Felix' Plain Toe Leather Derby (Men). Style Number: 261867 1. more...




Men's To Boot New York 'Felix' Plain Toe Leather Derby- Black
$325

Supple leather forms a handsome derby steeped in vintage appeal and versatile style. Color(s): black leather. Brand: To Boot New York. Style Name: To Boot New York 'Felix' Plain Toe Leather Derby (Men). Style Number: 261867 2. more...




Men's To Boot New York 'Glenn' Double Monk Strap Shoe
$395

Sleek style emanates from the full-grain leather finish of a handsome Italian monk shoe fitted with polished hardware. Color(s): alameda brown, pacific nero. Brand: To Boot New York. Style Name: To Boot New York 'Glenn' Double Monk Strap Shoe (Men). Style more...




Men's To Boot New York 'Grange' Plain Toe Derby
On sale - now $199.9 - was $325

Finely textured leather forms a handsome derby cast in a no-frills silhouette. Color(s): black. Brand: To Boot New York. Style Name: To Boot New York 'Grange' Plain Toe Derby. Style Number: 964493. more...




Men's To Boot New York 'Grant' Double Monk Shoe
$395

Exceptionally smooth leather defines a bold monk shoe cast in a clean silhouette. Color(s): alameda brown. Brand: To Boot New York. Style Name: To Boot New York 'Grant' Double Monk Shoe. Style Number: 722892. more...




Men's To Boot New York 'Grant' Double Monk Shoe- Black
$395

Exceptionally smooth leather defines a bold monk shoe cast in a clean silhouette. Color(s): parma black. Brand: To Boot New York. Style Name: To Boot New York 'Grant' Double Monk Shoe. Style Number: 722892 1. more...




Men's To Boot New York 'Greyson' Zip Boot
$450

Burnished suede shapes a hearty boot cast in a rugged silhouette. Color(s): country softy tan. Brand: To Boot New York. Style Name: To Boot New York 'Greyson' Zip Boot (Men). Style Number: 744040. more...




Men's To Boot New York 'Harper' Driving Shoe
On sale - now $197.65 - was $295

Sleek lines and a clean sheen define a sharp driving shoe topped off with a smart penny keeper. Color(s): brown. Brand: To Boot New York. Style Name: To Boot New York 'Harper' Driving Shoe (Men). Style Number: 969687 1. more...




Men's To Boot New York 'Harper' Driving Shoe
$295

Sleek lines and a clean sheen define a sharp driving shoe topped off with a smart penny keeper. Color(s): black, pragma t moro. Brand: To Boot New York. Style Name: To Boot New York 'Harper' Driving Shoe (Men). Style Number: 969687. more...




Men's To Boot New York 'Hawthorne' Boot
$425

Cleanly styled ankle boot is fashioned with a round toe and easy side zip. Color(s): black leather, cognac, t moro. Brand: To Boot New York. Style Name: To Boot New York 'Hawthorne' Boot (Men). Style Number: 224239. Available In Stores. more...




Men's To Boot New York 'Hawthorne' Boot, Black
$425

Cleanly styled ankle boot is fashioned with a round toe and easy side zip. Color(s): black leather, cognac, t moro. Brand: To Boot New York. Style Name: To Boot New York 'Hawthorne' Boot (Men). Style Number: 224239. Available In Stores. more...




Men's To Boot New York 'Jacobs' Penny Loafer
$299

Creamy calfskin suede forms a handsome penny loafer cast in a continental silhouette. Color(s): black, softy brown. Brand: To Boot New York. Style Name: To Boot New York 'Jacobs' Penny Loafer (Men). Style Number: 744402. more...




Men's To Boot New York 'Layton' Chukka Boot Sneaker
$350

Buttery-soft Italian suede forms a laid-back chukka boot set on a sporty, sneaker-style sole. Color(s): softy flint/ cuoio. Brand: To Boot New York. Style Name: To Boot New York 'Layton' Chukka Boot Sneaker (Men). Style Number: 889799. more...




Men's To Boot New York 'Marsden' Chukka Boot
$350

Crafted with a hearty welt, a sharp Italian chukka boot fashioned from soft suede features a comfy leather lining and a durable crepe rubber sole. Color(s): softy flint. Brand: To Boot New York. Style Name: To Boot New York 'Marsden' Chukka Boot (Men). St more...




Men's To Boot New York 'Medford' Double Monk Strap Slip-On
$395

A burnished patina shapes a rich, earthy slip-on topped with a vintage-style double monk strap. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Medford' Double Monk Strap Slip-On. Style Number: 619352. more...




Men's To Boot New York 'Milford' Plain Toe Buck Shoe
$350

Crafted with a hearty welt, a sharp Italian buck shoe fashioned from soft suede features a comfy leather lining and a durable crepe rubber sole. Color(s): softy blue. Brand: To Boot New York. Style Name: To Boot New York 'Milford' Plain Toe Buck Shoe (Men more...




Men's To Boot New York 'Moore' Penny Loafer
$395

Rich, burnished leather shapes an apron-toe penny loafer accented with broguing above the stacked sole. Color(s): black, brown, marrone. Brand: To Boot New York. Style Name: To Boot New York 'Moore' Penny Loafer (Men). Style Number: 743921. more...




Men's To Boot New York 'Moore' Penny Loafer, Brown
$395

Rich, burnished leather shapes an apron-toe penny loafer accented with broguing above the stacked sole. Color(s): black, brown, marrone. Brand: To Boot New York. Style Name: To Boot New York 'Moore' Penny Loafer (Men). Style Number: 743921. more...




Men's To Boot New York 'Moore' Penny Loafer- Black
$395

Rich, burnished leather shapes an apron-toe penny loafer accented with broguing above the stacked sole. Color(s): black, brown, marrone. Brand: To Boot New York. Style Name: To Boot New York 'Moore' Penny Loafer (Men). Style Number: 743921. more...




Men's To Boot New York 'Penn' Plain Toe Derby
$350

Fashioned from soft suede, a handsome plain-toe derby lined with leather is set on a crepe rubber sole for superior grip. Color(s): softy grey. Brand: To Boot New York. Style Name: To Boot New York 'Penn' Plain Toe Derby (Men). Style Number: 746685. more...




Men's To Boot New York 'Penn' Plain Toe Derby, Blue
On sale - now $233.96 - was $350

Fashioned from soft suede, a handsome plain-toe derby lined with leather is set on a crepe rubber sole for superior grip. Color(s): blue. Brand: To Boot New York. Style Name: To Boot New York 'Penn' Plain Toe Derby (Men). Style Number: 746685 1. more...




Men's To Boot New York 'Russell' Bit Loafer
$299

A sleek metal buckle adds some shine to a handsome loafer formed from supple suede. Color(s): pernice brown, softy black. Brand: To Boot New York. Style Name: To Boot New York 'Russell' Bit Loafer (Men). Style Number: 744009. more...




Men's To Boot New York 'Russell' Bit Loafer, Brown
$299

A sleek metal buckle adds some shine to a handsome loafer formed from supple suede. Color(s): pernice brown, softy black. Brand: To Boot New York. Style Name: To Boot New York 'Russell' Bit Loafer (Men). Style Number: 744009. more...




Men's To Boot New York 'Senato' Penny Loafer
$325

Semigloss leather shapes an Italian-crafted penny loafer set on a stacked sole. The upper will soften at flex points with minimal wear, giving the shoe a more relaxed appeal. Color(s): black, brown. Brand: To Boot New York. Style Name: To Boot New York 'S more...




Men's To Boot New York 'Senato' Penny Loafer, Black
$325

Semigloss leather shapes an Italian-crafted penny loafer set on a stacked sole. The upper will soften at flex points with minimal wear, giving the shoe a more relaxed appeal. Color(s): black, brown. Brand: To Boot New York. Style Name: To Boot New York 'S more...




Men's To Boot New York 'Spencer' Longwing Oxford, Beige
On sale - now $174.98 - was $350

Sharp brogue details shape a classic longwing shaped from soft suede and set on a crepe rubber sole. Color(s): beige suede. Brand: To Boot New York. Style Name: To Boot New York 'Spencer' Longwing Oxford. Style Number: 617047 1. more...




Men's To Boot New York 'Stallworth' Cap Toe Boot
$450

Hearty coloring and a distinctive shine ensure a glowing warmth in a bold, vintage-inspired boot cast in a sleek silhouette to complete the bolder look. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Stallworth' Cap Toe Bo more...




Men's To Boot New York 'Stallworth' Cap Toe Boot, Black
$450

Hearty coloring and a distinctive shine ensure a glowing warmth in a bold, vintage-inspired boot cast in a sleek silhouette to complete the bolder look. Color(s): black, cognac. Brand: To Boot New York. Style Name: To Boot New York 'Stallworth' Cap Toe Bo more...




Men's To Boot New York 'Warwick' Cap Toe Oxford
$450

A gleaming burnished toe caps off a sophisticated sartorial oxford. Color(s): black, tan 399. Brand: To Boot New York. Style Name: To Boot New York 'Warwick' Cap Toe Oxford. Style Number: 355177. more...




Men's To Boot New York 'Winston' Oxford
$395

Smooth leather accentuates the sleek cut of a plain-toe oxford set on a stacked sole. Color(s): berry black, berry tan. Brand: To Boot New York. Style Name: To Boot New York 'Winston' Oxford. Style Number: 393735. more...




Men's To Boot New York 'Winston' Oxford, Black
$395

Smooth leather accentuates the sleek cut of a plain-toe oxford set on a stacked sole. Color(s): berry black, berry tan. Brand: To Boot New York. Style Name: To Boot New York 'Winston' Oxford. Style Number: 393735. more...




Men's To Boot New York Cap Toe Oxford
$395

Exceptional broguing marks a handsome cap-toe oxford shaped from richly burnished leather. Color(s): brown, parma black. Brand: To Boot New York. Style Name: To Boot New York Cap Toe Oxford. Style Number: 725832. more...




Men's To Boot New York Cap Toe Oxford, Brown
$395

Exceptional broguing marks a handsome cap-toe oxford shaped from richly burnished leather. Color(s): brown, parma black. Brand: To Boot New York. Style Name: To Boot New York Cap Toe Oxford. Style Number: 725832. more...




To Boot New York Albert (Bronx Light Ebano 595) Men's Shoes
On sale - now $275 - was $498

This suede boot has a great rugged appeal for those who want to express their masculine attitude. Oiled suede upper. Duel side-zip closures. Strap with metal buckle detail. Round toe with block heel. Leather lining and insole. Man-made outsole. Imported. more...

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To Boot New York Altman (Black) Men's Shoes
$299

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Cross foot straps with hook and loop closure. Leather lining and insole. Textured synthetic outsole. Made in Italy. Measurements:Heel Height: 3 4 i more...

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To Boot New York Altman (Cognac) Men's Shoes
$299

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Cross foot straps with hook and loop closure. Leather lining and insole. Textured synthetic outsole. Made in Italy. Measurements:Heel Height: 3 4 i more...

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To Boot New York Antonio (Camouflage) Men's Lace-up Boots
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with metal eyelets. Chukka boot silhouette. Leather lining and insole. Lugged synthetic outsole. Made in Italy. Measurements:H more...

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To Boot New York Ashton (Black/Be Softy) Men's Shoes
$295

Slip into a dreamy comfort with this moc driver loafer by To Boot New York! Suede upper. Slip-on construction. Loafer with penny keeper detail. Contrast stitched detail with a moc toe. Leather lining and insole. Leather/textile outsole. Made in Italy and more...

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To Boot New York Ashton (Blue/Be Otter B) Men's Shoes
On sale - now $161.99 - was $295

Slip into a dreamy comfort with this moc driver loafer by To Boot New York! Suede upper. Slip-on construction. Loafer with penny keeper detail. Contrast stitched detail with a moc toe. Leather lining and insole. Leather/textile outsole. Made in Italy and more...

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To Boot New York Ashton (Brown/Be Softy) Men's Shoes
$295

Slip into a dreamy comfort with this moc driver loafer by To Boot New York! Suede upper. Slip-on construction. Loafer with penny keeper detail. Contrast stitched detail with a moc toe. Leather lining and insole. Leather/textile outsole. Made in Italy and more...

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To Boot New York Ashton (Grey/Be Otter) Men's Shoes
On sale - now $161.99 - was $295

Slip into a dreamy comfort with this moc driver loafer by To Boot New York! Suede upper. Slip-on construction. Loafer with penny keeper detail. Contrast stitched detail with a moc toe. Leather lining and insole. Leather/textile outsole. Made in Italy and more...

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To Boot New York Barbados (Black Trapper) Men's Shoes
$275

Dress up your day with the charming style of the To Boot New York Barbados. Leather upper with tonal stitching. Adjustable cross foot strap with hook and loop closure. Closed toe silhouette. Leather lining. Lightly cushioned man-made insole. Man-made outs more...

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To Boot New York Barbados (Cognac Trapper) Men's Shoes
$275

Dress up your day with the charming style of the To Boot New York Barbados. Leather upper with tonal stitching. Adjustable cross foot strap with hook and loop closure. Closed toe silhouette. Leather lining. Lightly cushioned man-made insole. Man-made outs more...

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To Boot New York Bloor (Softy Blue) Men's Shoes
On sale - now $119.99 - was $295

Cheers to comfort with a casual and trendy appeal with the Bloor. Suede upper. Slip-on loafer. Stitched detailing. Moc toe. Shearling lining. Synthetic insole. Man-made outsole. Imported. Measurements:Heel Height: 1 2 inWeight: 14 ozProduct measurements w more...

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To Boot New York Bloor (Softy Pepe) Men's Shoes
On sale - now $119.99 - was $295

Cheers to comfort with a casual and trendy appeal with the Bloor. Suede upper. Slip-on loafer. Stitched detailing. Moc toe. Shearling lining. Synthetic insole. Man-made outsole. Imported. Measurements:Heel Height: 1 2 inWeight: 14 ozProduct measurements w more...

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To Boot New York Brennan (Trapper Black) Men's Shoes
$450

Bring a touch of refinement to your casual wardrobe with the Brennan boot. Burnished leather upper. Lace-up closure. Wing tip design with brogue detailing. Leather lining. Man-made sole. Made in Italy. Please note that typically these boots run 1/2 size l more...

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To Boot New York Brennan (Trapper Cognac 8660) Men's Shoes
$450

Bring a touch of refinement to your casual wardrobe with the Brennan boot. Burnished leather upper. Lace-up closure. Wing tip design with brogue detailing. Leather lining. Man-made sole. Made in Italy. Please note that typically these boots run 1/2 size l more...

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To Boot New York Brennan (Trapper Tmoro) Men's Shoes
$450

Bring a touch of refinement to your casual wardrobe with the Brennan boot. Burnished leather upper. Lace-up closure. Wing tip design with brogue detailing. Leather lining. Man-made sole. Made in Italy. Please note that typically these boots run 1/2 size l more...

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To Boot New York Burns (Tan) Men's Shoes
$450

Make yourself stand out from the crowd in the To Boot New York Burns. Leather upper with tonal stitching. Monk strap with dual buckle closures. Perforated brogue details. Leather lining and insole. Durable leather outsole. Made in Italy. Measurements:Heel more...

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To Boot New York Burton (Black/Black) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Dual panel leather upper. Tonal stitching with perforated brogue details. Lace up front closure with blind eyelets. Leather lining and insole. Genuine leather outsole. Made in Italy. Measure more...

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To Boot New York Campbell (Black Parma) Men's Shoes
$395

Refine your look with these exceptional loafers. Leather upper. Adjustable monk-strap closure. Leather lining and insole. Stacked heel. Leather sole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 lb 1 ozProduct measurements were taken using size more...

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To Boot New York Cannon (Brown/Tan) Men's Shoes
On sale - now $269.99 - was $450

Make strides in your day with the To Boot New York Cannon. Two-tone leather upper. Lace up oxford front with blind eyelets. Perforated brogue details. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Height: 1 inWeight: more...

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To Boot New York Capote (Black Parma) Men's Lace Up Cap Toe Shoes
$395

Please note, this style runs large. To Boot New York suggests you order a size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. Inject sophistication into your ensemble with these dashing oxfords. Leather upper. more...

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To Boot New York Capote (Tek Spec Parma) Men's Lace Up Cap Toe Shoes
$395

Please note, this style runs large. To Boot New York suggests you order a size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. Inject sophistication into your ensemble with these dashing oxfords. Leather upper. more...

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To Boot New York Carl (Dark Brown) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Suede upper with contrast and tonal stitching. Slip-on loafer construction. Stitched moc toe. Leather lining and insole. Crepe rubber outsole. Made in Italy. Measurements:Heel Height: 1 inWe more...

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To Boot New York Carl (Softy Black) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Suede upper with contrast and tonal stitching. Slip-on loafer construction. Stitched moc toe. Leather lining and insole. Crepe rubber outsole. Made in Italy. Measurements:Heel Height: 1 inWe more...

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To Boot New York Carlyn (Black) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with blind eyeletsStitched moc toe. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Heig more...

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To Boot New York Carlyn (Cognac) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with blind eyeletsStitched moc toe. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Heig more...

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To Boot New York Carter (Black) Men's Shoes
$395

Rule the office in the stately To Boot New York Carter. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Stitched toe. Leather lining and insole. Durable leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 i more...

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To Boot New York Carter (Brown) Men's Shoes
$395

Rule the office in the stately To Boot New York Carter. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Stitched toe. Leather lining and insole. Durable leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 i more...

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To Boot New York Carter (Cognac) Men's Shoes
$395

Rule the office in the stately To Boot New York Carter. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Stitched toe. Leather lining and insole. Durable leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 i more...

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To Boot New York Clarkston (Sigaro 336) Men's Lace up casual Shoes
$350

Perfect your casual look with these impeccable chukka boots! Suede upper. Lace-up front. Stitch detailing. Leather lining and insole. Synthetic sole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 lb 6 ozProduct measurements were taken using size more...

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To Boot New York Colgate (Cognac/Ebano) Men's Shoes
$450

Refine your style with the timeless designs of To boot New York. Dual panel leather upper with tonal stitching. Pull loop at heel. Lace up front closure with metal eyelets. Perforated brogue details. Leather lining and insole. Durable synthetic outsole. M more...

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To Boot New York Cornell (Trapper Cognac) Men's Shoes
$398

Refine your style with the timeless designs of To boot New York. Burnished leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measureme more...

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To Boot New York Corporal (Tan/Camouflage) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Dual panel leather upper with tonal stitching. Perforated brogue details. Lace up front closure with metal eyelets. Wingtip oxford silhouette. Leather lining and insole. Lugged rubber outsol more...

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To Boot New York Cruz (Trapper Black) Men's Shoes
$575

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Adjustable ankle strap with buckle closure. Ankle boot silhouette. Inside zip closure. Leather lining and insole. Durable leather and rubber outsol more...

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To Boot New York Dale (Blue Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Leather lining and insole. Durable rubber outsole. Made in Italy. Measurements:Weight: 1 lb 5 o more...

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To Boot New York Daniel (Black) Men's Monkstrap Shoes
On sale - now $216.99 - was $395

Dress to kill in the sharp To Boot New York Daniel. Smooth leather upper with tonal stitching. Dual monk strap with buckle closures. Stitched toe. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 inWeight: more...

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To Boot New York Daniel (Brown) Men's Monkstrap Shoes
On sale - now $236.99 - was $395

Dress to kill in the sharp To Boot New York Daniel. Smooth leather upper with tonal stitching. Dual monk strap with buckle closures. Stitched toe. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 inWeight: more...

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To Boot New York Daniel (Cognac) Men's Monkstrap Shoes
On sale - now $236.99 - was $395

Dress to kill in the sharp To Boot New York Daniel. Smooth leather upper with tonal stitching. Dual monk strap with buckle closures. Stitched toe. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Heel Height: 1 1 4 inWeight: more...

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To Boot New York Darrell (Cognac) Men's Shoes
$398

Refine your style with the timeless designs of To boot New York. Burnished leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated brogue details. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measur more...

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To Boot New York Darrell (Dark Brown) Men's Shoes
$398

Refine your style with the timeless designs of To boot New York. Burnished leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated brogue details. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measur more...

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To Boot New York Darrin (Militare Vachetta) Men's Shoes
On sale - now $191.99 - was $350

The crepe rubber sole and elegant brogue details of the Darrin oxford will get you noticed for all of the right reasons. Rich leather upper. Lace-up front with blind eyelets. Brogue detailing. Leather lining and insole. Rubber crepe sole. Made in Italy. M more...

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To Boot New York Duke (Black) Men's Shoes
$450

Define your style with the sleek and elegant To Boot New York Duke. Leather upper with tonal stitching. Lace up oxford front with blind eyelets. Perforated brogue details. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Hee more...

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To Boot New York Duke (Bordo) Men's Shoes
On sale - now $269.99 - was $450

Define your style with the sleek and elegant To Boot New York Duke. Leather upper with tonal stitching. Lace up oxford front with blind eyelets. Perforated brogue details. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Hee more...

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To Boot New York Duke (Cognac) Men's Shoes
$450

Define your style with the sleek and elegant To Boot New York Duke. Leather upper with tonal stitching. Lace up oxford front with blind eyelets. Perforated brogue details. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:Hee more...

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To Boot New York Enrico (Black) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated toe accent. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:He more...

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To Boot New York Enrico (Cognac) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated toe accent. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements:He more...

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To Boot New York Erikson (Oceano Nabuk Piuma) Men's Shoes
On sale - now $184.99 - was $335

The Erikson is a smart looking loafer with a stellar design! Suede upper. Slip-on. Stitched detailing with a moc toe. Leather lining and insole. Man-made outsole. Made in Italy and imported. Measurements:Heel Height: 1 inWeight: 1 lb 4 ozProduct measureme more...

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To Boot New York Farley (Bianco Plonge) Men's Shoes
$350

Dress up your day with the charming style of the To Boot New York Farley. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:Weight: 1 lb 3 ozProd more...

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To Boot New York Felix (Black Leather) Men's Shoes
$325

Please note, this style runs large. To Boot New York suggests you order a half size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. 5Pursue perfection in the polished refinement of the To Boot New York Felix. Le more...

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To Boot New York Felix (Black Suede) Men's Shoes
$325

Please note, this style runs large. To Boot New York suggests you order a half size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. 5Pursue perfection in the polished refinement of the To Boot New York Felix. Le more...

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To Boot New York Felix (Brown Leather) Men's Shoes
$325

Please note, this style runs large. To Boot New York suggests you order a half size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. 5Pursue perfection in the polished refinement of the To Boot New York Felix. Le more...

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To Boot New York Filbert (Tan Roma) Men's Shoes
$350

Dress up your day with the charming style of the To Boot New York Filbert. Leather upper with tonal stitching. Monk strap with dual buckle closures. Leather lining and insole. Crepe rubber outsole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 lb more...

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To Boot New York Gallis (Cognac Canyon) Men's Shoes
$450

Tap into your rugged side with the rough and rebellious appeal of the To Boot New York Gallis. Leather upper with tonal stitching. Monk strap with two buckle closures. Inside zip closure. Leather lining and insole. Durable synthetic outsole. Made in Italy more...

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To Boot New York Gallis (Sigaro Softy) Men's Shoes
$450

Tap into your rugged side with the rough and rebellious appeal of the To Boot New York Gallis. Leather upper with tonal stitching. Monk strap with two buckle closures. Inside zip closure. Leather lining and insole. Durable synthetic outsole. Made in Italy more...

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To Boot New York Geoffrey (Cigaro/Cuoio Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Leather lining and insole. Durable rubber outsole. Made in Italy. Measurements:Weight: 1 lb 3 o more...

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To Boot New York Geoffrey (Flint Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Leather lining and insole. Durable rubber outsole. Made in Italy. Measurements:Weight: 1 lb 3 o more...

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To Boot New York Giovanni (Blue Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Slip-on construction. Leather lining and insole. Flexible rubber outsole. Made in Italy. Measurements:Weight: 1 lb 3 ozProduct measuremen more...

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To Boot New York Giovanni (Flint Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Slip-on construction. Leather lining and insole. Flexible rubber outsole. Made in Italy. Measurements:Weight: 1 lb 3 ozProduct measuremen more...

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To Boot New York Greene (Black) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Textured leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched moc toe. Leather lining and insole. Durable synthetic outsole. more...

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To Boot New York Greene (Brown) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Textured leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched moc toe. Leather lining and insole. Durable synthetic outsole. more...

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To Boot New York Greyson (Brown) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Burnished leather upper with tonal stitching. Inside zip closure. Burnished toe accent. Leather lining and insole. Durable leather and synthetic outsole. Made in Italy. Measurements:Heel Hei more...

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To Boot New York Halstead (Cognac/Flint) Men's Shoes
$495

Refine your style with the timeless designs of To Boot New York. Dual panel leather and suede upper. Lace up front closure with metal eyelets. Burnished toe accent. Leather lining and insole. Synthetic and leather outsole. Made in Italy. Measurements:Heel more...

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To Boot New York Hanes (Trapper Black) Men's Shoes
$550

Refine your style with the timeless designs of To Boot New York. Smooth calfskin upper with tonal stitching. Padded collar with pull tab. Lace up front closure with blind eyelets. Ankle boot silhouette. Leather lining and insole. Synthetic lug outsole. Ma more...

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To Boot New York Harper (Black) Men's Shoes
$295

Treat your feet to luxury with these plush To Boot New York Harper penny loafers. Rich leather upper. Stitched details. Leather strap at vamp with classic penny keeper detail. Moc toe. Leather lining and insole. Man-made outsole. Made in Italy. Measuremen more...

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To Boot New York Harper (Brown) Men's Shoes
$295

Treat your feet to luxury with these plush To Boot New York Harper penny loafers. Rich leather upper. Stitched details. Leather strap at vamp with classic penny keeper detail. Moc toe. Leather lining and insole. Man-made outsole. Made in Italy. Measuremen more...

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To Boot New York Hoffman (Brown Bronx Lite) Men's Shoes
On sale - now $179.99 - was $325

The To Boot New York Hoffman is a perfect addition to any dress ensemble. Leather upper. Slip on loafer construction. Soft leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 lbProduct measurements more...

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To Boot New York Hoffman (Navy Softy) Men's Shoes
On sale - now $179.99 - was $325

The To Boot New York Hoffman is a perfect addition to any dress ensemble. Leather upper. Slip on loafer construction. Soft leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 lbProduct measurements more...

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To Boot New York Horst (Black) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Lugged synthetic outsole. Made in Italy. Measurements:H more...

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To Boot New York Horst (Brown) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Lugged synthetic outsole. Made in Italy. Measurements:H more...

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To Boot New York Hunter (Blue) Men's Lace-up Boots
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Stylish crepe rubber outsole. Made in Italy. Measuremen more...

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To Boot New York Hunter (Brown) Men's Lace-up Boots
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Stylish crepe rubber outsole. Made in Italy. Measuremen more...

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To Boot New York Hunter (Dark Brown) Men's Lace-up Boots
$350

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Stylish crepe rubber outsole. Made in Italy. Measuremen more...

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To Boot New York Jacobs (Black) Men's Shoes
On sale - now $179.99 - was $299

Perfect your ensemble with the noteworthy good looks of the To Boot New York Jacobs. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched toe accent. Leather lining and insole. Durab more...

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To Boot New York Jacobs (Dark Brown) Men's Shoes
$299

Perfect your ensemble with the noteworthy good looks of the To Boot New York Jacobs. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched toe accent. Leather lining and insole. Durab more...

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To Boot New York Jamison (Sigaro/Ebano Softy) Men's Shoes
On sale - now $206.99 - was $375

Stay casual and classy in the luxurious To Boot New York Jamison loafer. Soft suede upper. Vamp strap with penny keeper detail. Stitched accents. Moc toe. Plush leather lining and insole. Durable leather outsole with stacked heel. Made in Italy. Measureme more...

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To Boot New York Jax (Black) Men's Shoes
$398

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Inside zip closure. Cross foot strap with buckle closure. Leather lining and insole. Durable leather and rubber outsole. Made in Italy. Measurement more...

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To Boot New York Jax (Dark Brown) Men's Shoes
$398

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Inside zip closure. Cross foot strap with buckle closure. Leather lining and insole. Durable leather and rubber outsole. Made in Italy. Measurement more...

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To Boot New York Josh (Black) Men's Lace-up Boots
$299

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Durable rubber outsole. Made in Italy. Measurements:Hee more...

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To Boot New York Josh (Brown) Men's Lace-up Boots
$299

Refine your style with the timeless designs of To Boot New York. Suede leather upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Leather lining and insole. Durable rubber outsole. Made in Italy. Measurements:Hee more...

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To Boot New York Kiefer (Cuoio CH Maremma) Men's Shoes
On sale - now $261.99 - was $475

The Kiefer is a great wingtip with a classic style and a modern edge! Leather upper. Slip-on. Stitched and brogue detailing. Distressed appeal. Burnished toe. Stacked heel. Leather lining and insole. Leather outsole. Made in Italy and imported. Measuremen more...

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To Boot New York La Hoya (Marrone 20 Vitello) Men's Shoes
On sale - now $96.99 - was $175

Dress up your casual ensemble to the next level with the To Boot New York La Jolla sandal. Rich leather upper. Stitched details on vamp straps. Thong construction. Soft leather lining and toe post. Lightly cushioned leather foot bed. Flexible man-made out more...

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To Boot New York Layton (Blue/Blue Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Chukka boot inspired design. Leather lining and insole. Durable rubber outsole. Made in Italy. more...

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To Boot New York Layton (Flint/Cuoio Softy) Men's Shoes
$350

Take your style to new levels with the extraordinary designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with metal eyelets. Chukka boot inspired design. Leather lining and insole. Durable rubber outsole. Made in Italy. more...

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To Boot New York Liam (Bordo 433 Parmadoc) Men's Shoes
On sale - now $234.99 - was $425

Create a clean and classic look in the fashion forward To Boot New York Liam. Burnished leather upper with tonal stitching. Adjustable strap at vamp with buckle closure. Rich leather lining and insole. Durable leather outsole with stacked heel. Made in It more...

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To Boot New York Lyle (Bianco Bott) Men's Shoes
On sale - now $161.99 - was $295

The Lyle by To Boot New York is a casual yet classy loafer for the man about town. Textured leather upper. Slip on construction. Stitched details. Moc toe. Leather lining and insole. Flexible man-made outsole. Made in Italy. Measurements:Heel Height: 1 4 more...

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To Boot New York Lyle (Cocco Indaco Nabuk ST) Men's Shoes
On sale - now $161.99 - was $295

The Lyle by To Boot New York is a casual yet classy loafer for the man about town. Textured leather upper. Slip on construction. Stitched details. Moc toe. Leather lining and insole. Flexible man-made outsole. Made in Italy. Measurements:Heel Height: 1 4 more...

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To Boot New York Lyle (Cocco Nero Nabuk ST) Men's Shoes
On sale - now $161.99 - was $295

The Lyle by To Boot New York is a casual yet classy loafer for the man about town. Textured leather upper. Slip on construction. Stitched details. Moc toe. Leather lining and insole. Flexible man-made outsole. Made in Italy. Measurements:Heel Height: 1 4 more...

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To Boot New York Lyle (Militare Camouflage) Men's Shoes
On sale - now $161.99 - was $295

The Lyle by To Boot New York is a casual yet classy loafer for the man about town. Textured leather upper. Slip on construction. Stitched details. Moc toe. Leather lining and insole. Flexible man-made outsole. Made in Italy. Measurements:Heel Height: 1 4 more...

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To Boot New York Mickey (Dark Brown) Men's Shoes
$398

Refine your style with the timeless designs of To Boot New York. Suede upper with tonal stitching and perforated details. Lace up front closure with metal eyelets. Perforated toe detail. Leather lining and insole. Lugged synthetic outsole. Made in Italy. more...

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To Boot New York Moore (Black) Men's Shoes
On sale - now $236.99 - was $395

Stay classy in the refined looks of the To Boot New York Moore. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched toe accent. Leather lining and insole. Genuine leather outsole. M more...

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To Boot New York Moore (Brown) Men's Shoes
$395

Stay classy in the refined looks of the To Boot New York Moore. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched toe accent. Leather lining and insole. Genuine leather outsole. M more...

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To Boot New York Moore (Cognac) Men's Shoes
$395

Stay classy in the refined looks of the To Boot New York Moore. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched toe accent. Leather lining and insole. Genuine leather outsole. M more...

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To Boot New York Newcomb (Black) Men's Lace-up Boots
$395

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with metal eyelets. Chukka boot silhouette. Leather lining and insole. Lugged synthetic outsole. Made in Italy. Measurements: more...

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To Boot New York Newcomb (Tan) Men's Lace-up Boots
$395

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Lace up front closure with metal eyelets. Chukka boot silhouette. Leather lining and insole. Lugged synthetic outsole. Made in Italy. Measurements: more...

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To Boot New York Nicholsen (Black) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth, burnished leather upper with tonal stitching. Slip-on loafer construction. Leather vamp straps. Stitched toe detail. Leather lining and insole. Genuine leather outsole with rubber he more...

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To Boot New York Nicholsen (Tan) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth, burnished leather upper with tonal stitching. Slip-on loafer construction. Leather vamp straps. Stitched toe detail. Leather lining and insole. Genuine leather outsole with rubber he more...

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To Boot New York Panama (Black Vacchetta) Men's Shoes
$195

Dress up your day with the charming style of the To Boot New York Panama. Leather upper with tonal stitching. Adjustable ankle strap with buckle closure. Closed toe silhouette. Man-made lining and insole. Man-made outsole. Made in Italy. Measurements:Heel more...

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To Boot New York Panama (Quercia Vacchetta) Men's Shoes
$195

Dress up your day with the charming style of the To Boot New York Panama. Leather upper with tonal stitching. Adjustable ankle strap with buckle closure. Closed toe silhouette. Man-made lining and insole. Man-made outsole. Made in Italy. Measurements:Heel more...

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To Boot New York Parke (Black Parma) Men's Shoes
On sale - now $236.99 - was $395

Please note, this style runs large. To Boot New York suggests you order a size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. Bring comfort and faultless style to your look with these elegant loafers. Leather u more...

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To Boot New York Parke (Tek Spec Parma) Men's Shoes
On sale - now $236.99 - was $395

Please note, this style runs large. To Boot New York suggests you order a size smaller than your normal size. For example, if you normally wear a size 10, order a size 9. Bring comfort and faultless style to your look with these elegant loafers. Leather u more...

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To Boot New York Penn (Brown) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with blind eyelets. Plain toe oxford silhouette. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:H more...

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To Boot New York Penn (Grey) Men's Shoes
$350

Refine your style with the timeless designs of To Boot New York. Leather upper with tonal stitching. Lace up front closure with blind eyelets. Plain toe oxford silhouette. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:H more...

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To Boot New York Peters (Marrone 55 Parma Spec) Men's Shoes
On sale - now $206.99 - was $375

Dress for success in the handsome details of the To Boot New York Peters loafer. Sumptuous leather upper with tonal stitching. Slip on loafer construction. Soft leather lining and insole. Genuine leather outsole with stacked heel. Made in Italy. Measureme more...

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To Boot New York Phillip (Sigaro 336 Hummer) Men's Shoes
On sale - now $206.99 - was $375

Slip into the Phillip to feel comfort and express your unique style. Oiled Italian suede upper. Hand stitched apron vamp. Slip-on construction. Stitched and brogue detailing. Leather lining and insole. Rubber outsole with signature map of NYC. Made in Ita more...

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To Boot New York Preston (Black) Men's Shoes
On sale - now $164.99 - was $299

Create a stylish air with the To Boot New York Preston. Leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched moc toe. Leather lining and insole. Durable synthetic outsole. Made in Italy. Me more...

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To Boot New York Preston (Brown) Men's Shoes
On sale - now $164.99 - was $299

Create a stylish air with the To Boot New York Preston. Leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched moc toe. Leather lining and insole. Durable synthetic outsole. Made in Italy. Me more...

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To Boot New York Preston (Cognac) Men's Shoes
On sale - now $164.99 - was $299

Create a stylish air with the To Boot New York Preston. Leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Stitched moc toe. Leather lining and insole. Durable synthetic outsole. Made in Italy. Me more...

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To Boot New York Rafael (Dark Brown) Men's Shoes
$350

Refine your style with the timeless designs of To boot New York. Suede leather upper with tonal stitching. Cross foot strap with buckle closure. Leather lining and insole. Durable synthetic outsole. Made in Italy. Measurements:Heel Height: 1 inWeight: 1 l more...

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To Boot New York Reid (Nero Diver) Men's Shoes
On sale - now $206.99 - was $375

Perfect your tailored look in the sleek To Boot New York Reid. Leather upper with tonal stitching. Leather vamp strap with penny keeper detail. Slip on loafer construction. Soft leather lining and insole. Textured man-made and leather outsole. Made in Ita more...

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To Boot New York Reid (T. Moro 25 Diver) Men's Shoes
On sale - now $206.99 - was $375

Perfect your tailored look in the sleek To Boot New York Reid. Leather upper with tonal stitching. Leather vamp strap with penny keeper detail. Slip on loafer construction. Soft leather lining and insole. Textured man-made and leather outsole. Made in Ita more...

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To Boot New York Riggins (Trapper Black) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching and perforated details. Pull loop at collar. Pull-on construction with elastic side goring for on-and-off ease. Perforated toe accent. Leather linin more...

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To Boot New York Riggins (Trapper Cognac) Men's Shoes
$450

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching and perforated details. Pull loop at collar. Pull-on construction with elastic side goring for on-and-off ease. Perforated toe accent. Leather linin more...

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To Boot New York Scott (Trapper Black) Men's Shoes
$475

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Inside zip closure. Plain toe ankle boot silhouette. Leather lining and insole. Durable leather and synthetic outsole. Made in Italy. Measurements: more...

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To Boot New York Scott (Trapper Cognac) Men's Shoes
$475

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Inside zip closure. Plain toe ankle boot silhouette. Leather lining and insole. Durable leather and synthetic outsole. Made in Italy. Measurements: more...

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To Boot New York Spencer (Flint Softy) Men's Lace up casual Shoes
$350

Maintain your cool confidence in these impeccable wing tips! Suede upper. Lace-up front. Brogue detailing. Leather lining and insole. Rubber crepe sole. Made in Italy. Measurements:Heel Height: 1 1 4 inWeight: 1 lb 5 ozProduct measurements were taken usin more...

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To Boot New York Stallworth (Trapper Cognac) Men's Shoes
$450

Dress up or down in the refined Stallworth boot. Leather upper. Lace-up closure. Cap toe. Leather lining. Imported. Please note that these boots typically run 1/2 size larger. It is suggested to order your size accordingly. Measurements:Heel Height: 1 1 4 more...

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To Boot New York Stern (Black) Men's Shoes
$299

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Slip-on loafer construction. Stitched toe detail. Leather vamp strap with metallic hardware. Leather lining and insole. Textured synthetic outsole. more...

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To Boot New York Stern (Dark Brown) Men's Shoes
$299

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Slip-on loafer construction. Stitched toe detail. Leather vamp strap with metallic hardware. Leather lining and insole. Textured synthetic outsole. more...

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To Boot New York Terrence (Cognac M13 Diver Tinto) Men's Shoes
On sale - now $206.99 - was $375

Grace your feet with sumptuous style in the To Boot New York Terrence loafer. Leather upper with tonal stitching. Slip on construction. Woven lace and eyelet detail at collar. Moc toe. Leather lining and insole. Durable synthetic outsole. Made in Italy. M more...

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To Boot New York Terrence (T Moro 25 Diver Tinto) Men's Shoes
On sale - now $206.99 - was $375

Grace your feet with sumptuous style in the To Boot New York Terrence loafer. Leather upper with tonal stitching. Slip on construction. Woven lace and eyelet detail at collar. Moc toe. Leather lining and insole. Durable synthetic outsole. Made in Italy. M more...

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To Boot New York Trevor (Blue 61 Vragano) Men's Shoes
On sale - now $206.99 - was $375

The Trevor from To Boot New York is the perfect any-occasion loafer that will look amazing dressed up or with a casual outfit. Genuine calf skin leather upper. Leather lining and insole. Venetian-style plain vamp moccasin loafer. Leather outsole. Made in more...

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To Boot New York Trevor (Cognac 58 Vragano) Men's Shoes
On sale - now $206.99 - was $375

The Trevor from To Boot New York is the perfect any-occasion loafer that will look amazing dressed up or with a casual outfit. Genuine calf skin leather upper. Leather lining and insole. Venetian-style plain vamp moccasin loafer. Leather outsole. Made in more...

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To Boot New York Warwick (Parma Tan) Men's Lace Up Cap Toe Shoes
$450

Bring dapper back with these burnished beauties! Leather upper with pinked trim. Lace-up front. Perforated and stitched detailing. Cap toe. Leather lining and insole. Leather sole. Made in Italy. Measurements:Heel Height: 1 1 4 inWeight: 1 lbPlatform Heig more...

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To Boot New York Wayne (Black) Men's Shoes
$299

The Wayne is a handsome shoe that offers stately luxury and comfort. Suede upper with stitched moc toe. Slip-on loafer construction. Leather vamp strap with metallic detail. Leather lining and insole. Leather and synthetic outsole. Made in Italy and impor more...

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To Boot New York Wayne (Brown) Men's Shoes
On sale - now $164.99 - was $299

The Wayne is a handsome shoe that offers stately luxury and comfort. Suede upper with stitched moc toe. Slip-on loafer construction. Leather vamp strap with metallic detail. Leather lining and insole. Leather and synthetic outsole. Made in Italy and impor more...

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To Boot New York Wayne (Tan) Men's Shoes
On sale - now $222.59 - was $375

The Wayne is a handsome shoe that offers stately luxury and comfort. Suede upper with stitched moc toe. Slip-on loafer construction. Leather vamp strap with metallic detail. Leather lining and insole. Leather and synthetic outsole. Made in Italy and impor more...

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To Boot New York Weldon (Black) Men's Shoes
On sale - now $269.99 - was $450

Dress sharper than a razor in the To Boot New York Weldon. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated details. Cap toe derby oxford silhouette. Leather lining and insole. Genuine leather outsole. Made i more...

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To Boot New York Weldon (Bordo) Men's Shoes
$450

Dress sharper than a razor in the To Boot New York Weldon. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated details. Cap toe derby oxford silhouette. Leather lining and insole. Genuine leather outsole. Made i more...

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To Boot New York Weldon (Tan) Men's Shoes
On sale - now $269.99 - was $450

Dress sharper than a razor in the To Boot New York Weldon. Smooth leather upper with tonal stitching. Lace up front closure with blind eyelets. Perforated details. Cap toe derby oxford silhouette. Leather lining and insole. Genuine leather outsole. Made i more...

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To Boot New York Welker (Black) Men's Shoes
$395

Refine your style with the timeless designs of To Boot New York. Smooth leather upper with tonal stitching. Elastic side goring for on-and-off ease. Pull-on Chelsea boot construction. Leather lining and insole. Durable synthetic outsole. Made in Italy. Me more...

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To Boot New York Wesley (Black Trapper) Men's Shoes
$450

Dress up your day with the charming style of the To Boot New York Wesley. Leather and fabric upper with tonal stitching. Pull-on Chelsea boot silhouette. Pull loop at shaft opening. Leather and textile lining. Man-made insole. Man-made outsole. Made in It more...

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To Boot New York Wesley (Cognac Trapper) Men's Shoes
$450

Dress up your day with the charming style of the To Boot New York Wesley. Leather and fabric upper with tonal stitching. Pull-on Chelsea boot silhouette. Pull loop at shaft opening. Leather and textile lining. Man-made insole. Man-made outsole. Made in It more...

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To Boot New York Williams (Black) Men's Shoes
$299

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Lightly padded collar. Lace up front closure with metal eyelets. Leather lining and insole. Flexible synthetic outsole. Made in Italy. Measurements more...

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To Boot New York Williams (Cognac) Men's Shoes
$299

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Lightly padded collar. Lace up front closure with metal eyelets. Leather lining and insole. Flexible synthetic outsole. Made in Italy. Measurements more...

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To Boot New York Williams (Navy) Men's Shoes
$299

Refine your style with the timeless designs of To boot New York. Smooth leather upper with tonal stitching. Lightly padded collar. Lace up front closure with metal eyelets. Leather lining and insole. Flexible synthetic outsole. Made in Italy. Measurements more...

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Men's Boots
by Manufacturer

A Testoni
adidas
Ahnu
AIGLE
ALDO
Alegria
Alexander McQueen
Allen Edmonds
ANATOMIC   CO
Andrew Marc
Ariat
Artola
Asolo
Bacco Bucci
Baffin
Bass
Bates Footwear
Bates Riding Collection
Bed Stu
Ben Sherman
Blackstone
Blondo
Blundstone
BOEMOS
Bogs
Born
BRUNO MAGLI
BUKS by Walk Over
Burton
Call it SPRING
Calvin Klein Jeans
Calvin Klein
Camper
Carhartt
Carlo Pazolini
Carlos Santos
Carters
Caterpillar
Chaco
Clae
Clarks
Cole Haan
Columbia
CoSTUME NATIONAL
Crocs
Cushe
Dan Post
Danner
Diesel
Dingo
Donald J Pliner
Dr Martens Work
Dr Martens
Dr. Scholl s
DSQUARED2
Dune London
Dunham
Durango
Eastland
ECCO Sport
ECCO
Eric Michael
Ermenegildo Zegna
Fitzwell
Florsheim
FootMates
Forsake
Frank Wright
Frye
GBX
Geox
Giorgio Brutini
Globe
Gordon Rush
Gorilla USA
Grenson
GUESS
H by Hudson
Harley Davidson
Helly Hansen
Hi Tec
Hunter
Hush Puppies
Irish Setter
J   M
J Shoes
JD Fisk
Jefferies Socks
Joe s
John Deere
John Varvatos
Johnston Murphy
Kamik
Keen Utility
Keen
Kenneth Cole
Khombu
La Sportiva
Lacoste
Laredo
Le Chameau
Lloyd
Lobo Solo
LOTTUSSE
LOTUS
Lowa
Lucchese
Lugz
Magnanni
Magnum
MAIANS
Maine Woods
Maison Forte
Marc New York by Andrew Marc
Marco Delli
Mark Nason SKECHERS
Massimo Matteo
Merrell
Messico
Mezlan
Modern Fiction
Modern Vintage
Nike SB
Nike
Noah Waxman
Northern Cobbler
Nunn Bush
OHW
Old Gringo
Old West Boots
Oliberte
OluKai
ONeill
Original Penguin
OshKosh
Pajar CANADA
Palladium
pediped
Pikolinos
POINTER
Polo Ralph Lauren
Propet
Quiksilver
RANSOM
Red Wing Heritage
Red Wing
Reebok Work
RJ Colt
Robeez
Robert Graham
Robert Wayne
Roberto Vasi
Rockport
Ron White
Roper
Salomon
Salvatore Ferragamo
Sandro Moscoloni
Santoni
SeaVees
Sebago
Sendra
SKECHERS Work
SKECHERS
SOREL
Sperry Top Sider
Stacy Adams
Stetson
Steve Madden
Stonz
Stride Rite
SWISSBRAND
Ted Baker
Teva
The North Face
The Rail
thirtytwo
Thorogood
Timberland Boot Company
Timberland PRO
Timberland
To Boot New York
Tommy Bahama
Tommy Hilfiger
TOMS
Trask
Tretorn
Tsubo
Tundra Boots
Type Z
UGG
Vasque
Vince Camuto
Vivienne Westwood
Volcom
Walk Over
Wallin   Bros.
Wolverine
Woolrich



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