Massimo Matteo SALE! - Men's Shoes
80% or below of the usual price

Sale footwear from Massimo Matteo for men. Everybody loves a bargain, check out these to see if there's one that grabs you. These are a mixture of temporary offers and ends of lines according to what is currently available.

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Prices correct at time of writing - subject to change

Massimo Matteo 5-Eye Bal Medallion (Black) Men
Massimo Matteo 5-Eye Bal Medallion (Black) Men's Shoes
On sale - now $99 - was $175

Massimo Matteo 5-Eye Bal Medallion (Bordo) Men
Massimo Matteo 5-Eye Bal Medallion (Bordo) Men's Shoes
On sale - now $140 - was $175

Massimo Matteo 5-Eye Cal Bal (Burnished Tan) Men
Massimo Matteo 5-Eye Cal Bal (Burnished Tan) Men's Lace up casual Shoes
On sale - now $70 - was $159

Massimo Matteo 5-Eye Cap Toe (Bordo) Men
Massimo Matteo 5-Eye Cap Toe (Bordo) Men's Lace Up Wing Tip Shoes
On sale - now $84 - was $169

Massimo Matteo 5-Eye Cap Toe (Brandy/Burnish Toe) Men
Massimo Matteo 5-Eye Cap Toe (Brandy/Burnish Toe) Men's Lace Up Wing Tip Shoes
On sale - now $99 - was $169

Massimo Matteo 5-Eye Chukka Boot (Black) Men
Massimo Matteo 5-Eye Chukka Boot (Black) Men's Lace-up Boots
On sale - now $50 - was $89

Massimo Matteo 5-Eye Chukka Cap Boot (Black) Men
Massimo Matteo 5-Eye Chukka Cap Boot (Black) Men's Lace-up Boots
On sale - now $49 - was $99

Massimo Matteo 5-Eye Chukka Cap Boot (Havana) Men
Massimo Matteo 5-Eye Chukka Cap Boot (Havana) Men's Lace-up Boots
On sale - now $59 - was $99

Massimo Matteo 5-Eye Oxford (Brandy) Men
Massimo Matteo 5-Eye Oxford (Brandy) Men's Shoes
On sale - now $95 - was $169

Massimo Matteo 6-Eye Bal Cap Toe (Black) Men
Massimo Matteo 6-Eye Bal Cap Toe (Black) Men's Lace Up Cap Toe Shoes
On sale - now $99 - was $159

Massimo Matteo 6-Eye Bal Cap Toe (Brown) Men
Massimo Matteo 6-Eye Bal Cap Toe (Brown) Men's Lace Up Cap Toe Shoes
On sale - now $89 - was $159

Massimo Matteo 6-Eye Bal Cap Toe (Tan) Men
Massimo Matteo 6-Eye Bal Cap Toe (Tan) Men's Lace Up Cap Toe Shoes
On sale - now $99 - was $159

Massimo Matteo 6-Eye Wing Tip (Black) Men
Massimo Matteo 6-Eye Wing Tip (Black) Men's Lace Up Wing Tip Shoes
On sale - now $89 - was $159

Massimo Matteo 6-Eye Wing Tip (Bordo) Men
Massimo Matteo 6-Eye Wing Tip (Bordo) Men's Lace Up Wing Tip Shoes
On sale - now $89 - was $159

Massimo Matteo 6-Eye Wing Tip (Tan) Men
Massimo Matteo 6-Eye Wing Tip (Tan) Men's Lace Up Wing Tip Shoes
On sale - now $84 - was $159

Massimo Matteo 7-Eye Boot (Black 1) Men
Massimo Matteo 7-Eye Boot (Black 1) Men's Lace-up Boots
On sale - now $129 - was $189

Massimo Matteo Almansa Lace-Up (Black) Men
Massimo Matteo Almansa Lace-Up (Black) Men's Shoes
On sale - now $115 - was $195

Massimo Matteo Almansa Lace-Up (Castano) Men
Massimo Matteo Almansa Lace-Up (Castano) Men's Shoes
On sale - now $99 - was $195

Massimo Matteo Almansa Moccasin Bit (Black) Men
Massimo Matteo Almansa Moccasin Bit (Black) Men's Shoes
On sale - now $129 - was $195

Massimo Matteo Almansa Moccasin Bit (Castano) Men
Massimo Matteo Almansa Moccasin Bit (Castano) Men's Shoes
On sale - now $119 - was $195

Massimo Matteo Almansa Single Monk (Forest Green) Men
Massimo Matteo Almansa Single Monk (Forest Green) Men's Shoes
On sale - now $119 - was $195

Massimo Matteo Ankle Strap Sandal (Black) Men
Massimo Matteo Ankle Strap Sandal (Black) Men's Sandals
On sale - now $79 - was $105

Massimo Matteo Ankle Strap Sandal (Marrone) Men
Massimo Matteo Ankle Strap Sandal (Marrone) Men's Sandals
On sale - now $75 - was $105

Massimo Matteo Bal Plain Toe (Black) Men
Massimo Matteo Bal Plain Toe (Black) Men's Lace Up Cap Toe Shoes
On sale - now $99 - was $165

Massimo Matteo Bal Plain Toe (Burnished Tan) Men
Massimo Matteo Bal Plain Toe (Burnished Tan) Men's Lace Up Cap Toe Shoes
On sale - now $109 - was $165

Massimo Matteo Biker Boot (Brown) Men
Massimo Matteo Biker Boot (Brown) Men's Boots
On sale - now $59 - was $99

Massimo Matteo Bit Driver (Black) Men
Massimo Matteo Bit Driver (Black) Men's Slip on Shoes
On sale - now $50 - was $69

Massimo Matteo Bit Driver (Whiskey) Men
Massimo Matteo Bit Driver (Whiskey) Men's Slip on Shoes
On sale - now $55 - was $69

Massimo Matteo Bona Fide Blucher (Anil) Men
Massimo Matteo Bona Fide Blucher (Anil) Men's Shoes
On sale - now $40 - was $89

Massimo Matteo Bona Fide Blucher (Black) Men
Massimo Matteo Bona Fide Blucher (Black) Men's Shoes
On sale - now $44 - was $89

Massimo Matteo Bona Fide Penny Loafer (Black) Men
Massimo Matteo Bona Fide Penny Loafer (Black) Men's Shoes
On sale - now $65 - was $89

Massimo Matteo Bona Fide Penny Loafer (Burgundy) Men
Massimo Matteo Bona Fide Penny Loafer (Burgundy) Men's Shoes
On sale - now $45 - was $89

Massimo Matteo Bona Fide Wing Tip (Anil) Men
Massimo Matteo Bona Fide Wing Tip (Anil) Men's Shoes
On sale - now $39 - was $89

Massimo Matteo Bona Fine Cap Toe (Black) Men
Massimo Matteo Bona Fine Cap Toe (Black) Men's Shoes
On sale - now $59 - was $89

Massimo Matteo Bona Fine Cap Toe (Bronze) Men
Massimo Matteo Bona Fine Cap Toe (Bronze) Men's Shoes
On sale - now $50 - was $89

Massimo Matteo Boogie Down Velvet Loafer (Black Velvet) Men
Massimo Matteo Boogie Down Velvet Loafer (Black Velvet) Men's Shoes
On sale - now $119 - was $195

Massimo Matteo Buckle Slip-On (Black) Men
Massimo Matteo Buckle Slip-On (Black) Men's Slip on Shoes
On sale - now $119 - was $165

Massimo Matteo Buckle Slip-On (Brandy) Men
Massimo Matteo Buckle Slip-On (Brandy) Men's Slip on Shoes
On sale - now $89 - was $165

Massimo Matteo Cap Toe Brogue Classic (Tobacco) Men
Massimo Matteo Cap Toe Brogue Classic (Tobacco) Men's Shoes
On sale - now $50 - was $89

Massimo Matteo Collapsible Back Bit Driver (Burnished Tan) Men
Massimo Matteo Collapsible Back Bit Driver (Burnished Tan) Men's Shoes
On sale - now $65 - was $85

Massimo Matteo Collapsible Back Bit Driver (Navy) Men
Massimo Matteo Collapsible Back Bit Driver (Navy) Men's Shoes
On sale - now $60 - was $85

Massimo Matteo Collapsible Back Bit Driver (Red) Men
Massimo Matteo Collapsible Back Bit Driver (Red) Men's Shoes
On sale - now $65 - was $85

Massimo Matteo Comfort Lace-Up (Black) Men
Massimo Matteo Comfort Lace-Up (Black) Men's Shoes
On sale - now $39 - was $79

Massimo Matteo Comfort Lace-Up (Burnished Havana) Men
Massimo Matteo Comfort Lace-Up (Burnished Havana) Men's Shoes
On sale - now $39 - was $79

Massimo Matteo Comfort Lace-Up (Cafe Pineo) Men
Massimo Matteo Comfort Lace-Up (Cafe Pineo) Men's Shoes
On sale - now $39 - was $79

Massimo Matteo Croco Driver 19 (Black) Men
Massimo Matteo Croco Driver 19 (Black) Men's Shoes
On sale - now $45 - was $59

Massimo Matteo Dante Cap Toe Bal (Black) Men
Massimo Matteo Dante Cap Toe Bal (Black) Men's Shoes
On sale - now $89 - was $175

Massimo Matteo Dante Cap Toe Bal (Navy) Men
Massimo Matteo Dante Cap Toe Bal (Navy) Men's Shoes
On sale - now $89 - was $175

Massimo Matteo Dbl Monk Cap Toe (Black) Men
Massimo Matteo Dbl Monk Cap Toe (Black) Men's Slip on Shoes
On sale - now $109 - was $159

Massimo Matteo Dbl Monk Cap Toe (Brandy) Men
Massimo Matteo Dbl Monk Cap Toe (Brandy) Men's Slip on Shoes
On sale - now $89 - was $159

Massimo Matteo Desk Single Monk (Black) Men
Massimo Matteo Desk Single Monk (Black) Men's Shoes
On sale - now $99 - was $175

Massimo Matteo Desk Single Monk (Bordo) Men
Massimo Matteo Desk Single Monk (Bordo) Men's Shoes
On sale - now $99 - was $175

Massimo Matteo Desk Single Monk (Brandy) Men
Massimo Matteo Desk Single Monk (Brandy) Men's Shoes
On sale - now $109 - was $175

Massimo Matteo Desk Single Monk (Navy) Men
Massimo Matteo Desk Single Monk (Navy) Men's Shoes
On sale - now $135 - was $175

Massimo Matteo Driver With Bit (Cognac Pitstop w/ Bit) Men
Massimo Matteo Driver With Bit (Cognac Pitstop w/ Bit) Men's Flat Shoes
On sale - now $50 - was $69

Massimo Matteo Drop Penny Loafer (Black 2) Men
Massimo Matteo Drop Penny Loafer (Black 2) Men's Slip on Shoes
On sale - now $109 - was $159

Massimo Matteo Drop Penny Loafer (Dark Brown 1) Men
Massimo Matteo Drop Penny Loafer (Dark Brown 1) Men's Slip on Shoes
On sale - now $119 - was $169

Massimo Matteo Drop Penny Loafer (Whisky) Men
Massimo Matteo Drop Penny Loafer (Whisky) Men's Slip on Shoes
On sale - now $95 - was $159

Massimo Matteo El Padrino Pointy Toe Boot (Black Leather) Men
Massimo Matteo El Padrino Pointy Toe Boot (Black Leather) Men's Shoes
On sale - now $65 - was $125

Massimo Matteo El Padrino Pointy Toe Boot (Black Patent Leather) Men
Massimo Matteo El Padrino Pointy Toe Boot (Black Patent Leather) Men's Shoes
On sale - now $85 - was $125

Massimo Matteo El Padrino Pointy Toe Boot (Chocolate Leather) Men
Massimo Matteo El Padrino Pointy Toe Boot (Chocolate Leather) Men's Shoes
On sale - now $85 - was $125

Massimo Matteo Formal Blucher (Black Patent) Men
Massimo Matteo Formal Blucher (Black Patent) Men's Slip on Shoes
On sale - now $79 - was $155

Massimo Matteo Formal Slip-On (Black) Men
Massimo Matteo Formal Slip-On (Black) Men's Slip on Shoes
On sale - now $75 - was $169

Massimo Matteo Formal Velvet Loafer (Black Patent) Men
Massimo Matteo Formal Velvet Loafer (Black Patent) Men's Shoes
On sale - now $99 - was $155

Massimo Matteo Huarache (Black) Men
Massimo Matteo Huarache (Black) Men's Slip on Shoes
On sale - now $79 - was $125

Massimo Matteo Huarache (Marrone) Men
Massimo Matteo Huarache (Marrone) Men's Slip on Shoes
On sale - now $89 - was $125

Massimo Matteo Latego Driver (Black) Men
Massimo Matteo Latego Driver (Black) Men's Shoes
On sale - now $40 - was $79

Massimo Matteo Latego Driver (Cafe) Men
Massimo Matteo Latego Driver (Cafe) Men's Shoes
On sale - now $50 - was $79

Massimo Matteo Leather Thong Sandal (Black) Men
Massimo Matteo Leather Thong Sandal (Black) Men's Sandals
On sale - now $74 - was $99

Massimo Matteo Leather/Nubuck Tie Driver (Navy) Men
Massimo Matteo Leather/Nubuck Tie Driver (Navy) Men's Shoes
On sale - now $40 - was $69

Massimo Matteo Mocc Toe Penny (Black 3) Men
Massimo Matteo Mocc Toe Penny (Black 3) Men's Slip on Shoes
On sale - now $89 - was $169

Massimo Matteo Penny Moc (Loranja Orange) Men
Massimo Matteo Penny Moc (Loranja Orange) Men's Shoes
On sale - now $31.05 - was $69

Massimo Matteo Perf Bal Cap Toe (Black) Men
Massimo Matteo Perf Bal Cap Toe (Black) Men's Shoes
On sale - now $95 - was $165

Massimo Matteo Perf Bal Cap Toe (Tan) Men
Massimo Matteo Perf Bal Cap Toe (Tan) Men's Shoes
On sale - now $99 - was $165

Massimo Matteo Perf Bal Wing Tip (Black) Men
Massimo Matteo Perf Bal Wing Tip (Black) Men's Shoes
On sale - now $95 - was $165

Massimo Matteo Perf Bal Wing Tip (Brandy) Men
Massimo Matteo Perf Bal Wing Tip (Brandy) Men's Shoes
On sale - now $89 - was $165

Massimo Matteo Perf Double Monk (Black) Men
Massimo Matteo Perf Double Monk (Black) Men's Shoes
On sale - now $115 - was $169

Massimo Matteo Perf Double Monk (Brandy) Men
Massimo Matteo Perf Double Monk (Brandy) Men's Shoes
On sale - now $99 - was $169

Massimo Matteo Perf Double Monk (Tan) Men
Massimo Matteo Perf Double Monk (Tan) Men's Shoes
On sale - now $99 - was $169

Massimo Matteo Perf Penny Moc (Havana) Men
Massimo Matteo Perf Penny Moc (Havana) Men's Shoes
On sale - now $55 - was $75

Massimo Matteo Perf Penny Moc (Navy) Men
Massimo Matteo Perf Penny Moc (Navy) Men's Shoes
On sale - now $39 - was $75

Massimo Matteo Perf Sneaker (Tan) Men
Massimo Matteo Perf Sneaker (Tan) Men's Shoes
On sale - now $55 - was $89

Massimo Matteo Plain Toe 19 (Black) Men
Massimo Matteo Plain Toe 19 (Black) Men's Shoes
On sale - now $99 - was $169

Massimo Matteo Plain Toe Boot (Black) Men
Massimo Matteo Plain Toe Boot (Black) Men's Shoes
On sale - now $45 - was $89

Massimo Matteo Plain Toe Boot (Whiskey) Men
Massimo Matteo Plain Toe Boot (Whiskey) Men's Shoes
On sale - now $65 - was $89

Massimo Matteo Rope Bit Driver (Cafe) Men
Massimo Matteo Rope Bit Driver (Cafe) Men's Slip-on Dress Shoes
On sale - now $55 - was $69

Massimo Matteo Sao Paulo (Black) Men
Massimo Matteo Sao Paulo (Black) Men's Sandals
On sale - now $30 - was $49

Massimo Matteo Single Monk Cap Toe (Black) Men
Massimo Matteo Single Monk Cap Toe (Black) Men's Shoes
On sale - now $79 - was $169

Massimo Matteo Single Monk Cap Toe (Burnished Brandy) Men
Massimo Matteo Single Monk Cap Toe (Burnished Brandy) Men's Shoes
On sale - now $109 - was $169

Massimo Matteo Slip-On Bit Classic 18 (Bordo/Marinho) Men
Massimo Matteo Slip-On Bit Classic 18 (Bordo/Marinho) Men's Slip on Shoes
On sale - now $70 - was $89

Massimo Matteo Smoking Slipper (Leopard) Men
Massimo Matteo Smoking Slipper (Leopard) Men's Shoes
On sale - now $89 - was $159

Massimo Matteo Suede Tie Driver (Military Green Suede) Men
Massimo Matteo Suede Tie Driver (Military Green Suede) Men's Shoes
On sale - now $59 - was $75

Massimo Matteo Velvet Loafer (Burgundy Velvet) Men
Massimo Matteo Velvet Loafer (Burgundy Velvet) Men's Shoes
On sale - now $79 - was $155

Massimo Matteo Velvet Slip-On (Black) Men
Massimo Matteo Velvet Slip-On (Black) Men's Slip on Shoes
On sale - now $109 - was $155

Massimo Matteo Velvet Slip-On (Burgundy) Men
Massimo Matteo Velvet Slip-On (Burgundy) Men's Slip on Shoes
On sale - now $89 - was $159

Massimo Matteo Venetian Driver (Cafe) Men
Massimo Matteo Venetian Driver (Cafe) Men's Slip on Shoes
On sale - now $50 - was $65

Massimo Matteo Venetian Driver (Marinho Nubuck) Men
Massimo Matteo Venetian Driver (Marinho Nubuck) Men's Slip on Shoes
On sale - now $45 - was $65

Massimo Matteo Veneto Double Monk (Black Veneto Leather) Men
Massimo Matteo Veneto Double Monk (Black Veneto Leather) Men's Slip on Shoes
On sale - now $109 - was $165

Massimo Matteo Woven Slip-On (Tan) Men
Massimo Matteo Woven Slip-On (Tan) Men's Slip on Shoes
On sale - now $45 - was $89

Massimo Matteo Woven Vamp Nubuck Driver (Chocolate Nubuck) Men
Massimo Matteo Woven Vamp Nubuck Driver (Chocolate Nubuck) Men's Shoes
On sale - now $40 - was $85

Massimo Matteo Wrapped Bit Driver (Cafe) Men
Massimo Matteo Wrapped Bit Driver (Cafe) Men's Shoes
On sale - now $45 - was $75