Massimo Matteo SALE! - Men's Shoes
80% or less 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 3-Eye Cap Blucher (Caramel) Men
Massimo Matteo 3-Eye Cap Blucher (Caramel) Men's Lace up casual Shoes
On sale - now $71.55 - was $159

Massimo Matteo 3-Eye Chukka (Bordo) Men
Massimo Matteo 3-Eye Chukka (Bordo) Men's Lace-up Boots
On sale - now $118.3 - was $169

Massimo Matteo 3-Eye Chukka (Brandy) Men
Massimo Matteo 3-Eye Chukka (Brandy) Men's Lace-up Boots
On sale - now $135.99 - was $169

Massimo Matteo 4-Eye Woven Cap Toe (Cuoio) Men
Massimo Matteo 4-Eye Woven Cap Toe (Cuoio) Men's Lace Up Cap Toe Shoes
On sale - now $131.95 - was $175

Massimo Matteo 5-Eye Bal 17 (Black) Men
Massimo Matteo 5-Eye Bal 17 (Black) Men's Lace up casual Shoes
On sale - now $95.4 - was $159

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 $71.55 - was $159

Massimo Matteo 5-Eye Cap Toe (Black) Men
Massimo Matteo 5-Eye Cap Toe (Black) Men's Lace Up Wing Tip Shoes
On sale - now $135.99 - was $169

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 $117.99 - 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 $62.99 - 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 $44.55 - 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 $47.12 - was $99

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 $104.62 - was $159

Massimo Matteo 6-Eye Wing Tip (Midnight Black) Men
Massimo Matteo 6-Eye Wing Tip (Midnight Black) Men's Lace Up Wing Tip Shoes
On sale - now $86.28 - was $159

Massimo Matteo 7-Eye Wing Boot (Brandy) Men
Massimo Matteo 7-Eye Wing Boot (Brandy) Men's Shoes
On sale - now $139.3 - was $199

Massimo Matteo 7-Eye Wing Boot (Tan) Men
Massimo Matteo 7-Eye Wing Boot (Tan) Men's Shoes
On sale - now $119.4 - was $199

Massimo Matteo Bike Toe Blucher (Black) Men
Massimo Matteo Bike Toe Blucher (Black) Men's Shoes
On sale - now $67.05 - was $149

Massimo Matteo Bike Toe Blucher (Burnished Tan) Men
Massimo Matteo Bike Toe Blucher (Burnished Tan) Men's Shoes
On sale - now $72.71 - was $149

Massimo Matteo Biker Boot (Black) Men
Massimo Matteo Biker Boot (Black) Men's Boots
On sale - now $64.35 - was $99

Massimo Matteo Biker Boot (Brown) Men
Massimo Matteo Biker Boot (Brown) Men's Boots
On sale - now $67.12 - was $99

Massimo Matteo Bit Driver 18 (Black) Men
Massimo Matteo Bit Driver 18 (Black) Men's Slip on Shoes
On sale - now $51.19 - was $79

Massimo Matteo Bit-Strap Driver (Old Havana) Men
Massimo Matteo Bit-Strap Driver (Old Havana) Men's Slip-on Dress Shoes
On sale - now $45.99 - was $65

Massimo Matteo Buckle Strap Gladiator (Black) Men
Massimo Matteo Buckle Strap Gladiator (Black) Men's Sandals
On sale - now $82.99 - was $119

Massimo Matteo Camo Tie Driver (Cinza Camo) Men
Massimo Matteo Camo Tie Driver (Cinza Camo) Men's Shoes
On sale - now $47.4 - was $79

Massimo Matteo Camo Tie Driver (Preto Camo) Men
Massimo Matteo Camo Tie Driver (Preto Camo) Men's Shoes
On sale - now $47.4 - was $79

Massimo Matteo Camo Tie Driver (Verde Camo) Men
Massimo Matteo Camo Tie Driver (Verde Camo) Men's Shoes
On sale - now $45.66 - was $79

Massimo Matteo Chelsea PT Boot (Black) Men
Massimo Matteo Chelsea PT Boot (Black) Men's Pull-on Boots
On sale - now $59.63 - was $89

Massimo Matteo Chelsea PT Boot (Black/Red) Men
Massimo Matteo Chelsea PT Boot (Black/Red) Men's Pull-on Boots
On sale - now $55.18 - was $89

Massimo Matteo Chelsea PT Boot (Cognac) Men
Massimo Matteo Chelsea PT Boot (Cognac) Men's Pull-on Boots
On sale - now $53.4 - was $89

Massimo Matteo Double Monk Cap 19 (Black) Men
Massimo Matteo Double Monk Cap 19 (Black) Men's Shoes
On sale - now $89.76 - was $165

Massimo Matteo Double Monk Classic (Black) Men
Massimo Matteo Double Monk Classic (Black) Men's Monkstrap Shoes
On sale - now $59.4 - was $99

Massimo Matteo Double Monk Classic (Conhaque) Men
Massimo Matteo Double Monk Classic (Conhaque) Men's Monkstrap Shoes
On sale - now $50.34 - was $89

Massimo Matteo Driver With Bit (Black Pitstop w/ Bit) Men
Massimo Matteo Driver With Bit (Black Pitstop w/ Bit) Men's Flat Shoes
On sale - now $47.99 - was $69

Massimo Matteo Formal Slip-On (Black) Men
Massimo Matteo Formal Slip-On (Black) Men's Slip on Shoes
On sale - now $120.33 - was $169

Massimo Matteo Formal Slip-On 18 (Black Patent) Men
Massimo Matteo Formal Slip-On 18 (Black Patent) Men's Slip on Shoes
On sale - now $74.25 - was $165

Massimo Matteo Hiking Sneaker (Black/Black) Men
Massimo Matteo Hiking Sneaker (Black/Black) Men's Shoes
On sale - now $52.36 - was $89

Massimo Matteo Hiking Sneaker (Cinza/Mar) Men
Massimo Matteo Hiking Sneaker (Cinza/Mar) Men's Shoes
On sale - now $52.36 - was $89

Massimo Matteo Hiking Sneaker (Navy/Bic) Men
Massimo Matteo Hiking Sneaker (Navy/Bic) Men's Shoes
On sale - now $52.36 - was $89

Massimo Matteo Hiking Sneaker (Tan/Cafe) Men
Massimo Matteo Hiking Sneaker (Tan/Cafe) Men's Shoes
On sale - now $52.36 - was $89

Massimo Matteo Hiking Sneaker (Wheat/Cafe) Men
Massimo Matteo Hiking Sneaker (Wheat/Cafe) Men's Shoes
On sale - now $52.36 - was $89

Massimo Matteo Lace Driver 17 (Black) Men
Massimo Matteo Lace Driver 17 (Black) Men's Slip-on Dress Shoes
On sale - now $33.75 - was $75

Massimo Matteo Lace Driver 17 (Cafe) Men
Massimo Matteo Lace Driver 17 (Cafe) Men's Slip-on Dress Shoes
On sale - now $45 - was $75

Massimo Matteo Latego Driver (Black) Men
Massimo Matteo Latego Driver (Black) Men's Shoes
On sale - now $52.46 - was $79

Massimo Matteo Latego Driver (Cafe) Men
Massimo Matteo Latego Driver (Cafe) Men's Shoes
On sale - now $42.8 - was $79

Massimo Matteo Leather Thong Sandal (Black) Men
Massimo Matteo Leather Thong Sandal (Black) Men's Sandals
On sale - now $69.3 - was $99

Massimo Matteo Leather Thong Sandal (Marrone) Men
Massimo Matteo Leather Thong Sandal (Marrone) Men's Sandals
On sale - now $70.69 - was $99

Massimo Matteo Mocc Toe 4-Eye (Brandy) Men
Massimo Matteo Mocc Toe 4-Eye (Brandy) Men's Shoes
On sale - now $127.99 - was $159

Massimo Matteo Mocc w/ Bit 17 (Tan) Men
Massimo Matteo Mocc w/ Bit 17 (Tan) Men's Slip-on Dress Shoes
On sale - now $41.55 - was $79

Massimo Matteo Monk Cap Toe (Castagna) Men
Massimo Matteo Monk Cap Toe (Castagna) Men's Shoes
On sale - now $84.48 - was $165

Massimo Matteo Mule Bit Driver (Black) Men
Massimo Matteo Mule Bit Driver (Black) Men's Shoes
On sale - now $52.5 - was $75

Massimo Matteo Mule Bit Driver (Dark Brown) Men
Massimo Matteo Mule Bit Driver (Dark Brown) Men's Shoes
On sale - now $52.5 - was $75

Massimo Matteo Mule Bit Driver (Vermelho) Men
Massimo Matteo Mule Bit Driver (Vermelho) Men's Shoes
On sale - now $54.45 - was $75

Massimo Matteo New Mocc Penny (Black) Men
Massimo Matteo New Mocc Penny (Black) Men's Slip on Shoes
On sale - now $115.99 - was $165

Massimo Matteo New Mocc Penny (Burnished Tan) Men
Massimo Matteo New Mocc Penny (Burnished Tan) Men's Slip on Shoes
On sale - now $115.99 - was $165

Massimo Matteo New Penny 18 (Black) Men
Massimo Matteo New Penny 18 (Black) Men's Shoes
On sale - now $71.55 - was $159

Massimo Matteo New Penny 18 (Tan) Men
Massimo Matteo New Penny 18 (Tan) Men's Shoes
On sale - now $71.55 - was $159

Massimo Matteo New Penny Classic (Mouro) Men
Massimo Matteo New Penny Classic (Mouro) Men's Slip on Shoes
On sale - now $60.88 - was $89

Massimo Matteo Osterich Driver (Black) Men
Massimo Matteo Osterich Driver (Black) Men's Shoes
On sale - now $44.85 - was $75

Massimo Matteo Osterich Driver (Cafe) Men
Massimo Matteo Osterich Driver (Cafe) Men's Shoes
On sale - now $53.55 - was $75

Massimo Matteo Osterich Driver (Havana) Men
Massimo Matteo Osterich Driver (Havana) Men's Shoes
On sale - now $51.75 - was $75

Massimo Matteo Patent Formal Bal (Black) Men
Massimo Matteo Patent Formal Bal (Black) Men's Shoes
On sale - now $110.99 - was $159

Massimo Matteo Patent Formal Bal (Burnished Brandy) Men
Massimo Matteo Patent Formal Bal (Burnished Brandy) Men's Shoes
On sale - now $110.99 - was $159

Massimo Matteo Patent Formal Bal (Patent/Matte Black) Men
Massimo Matteo Patent Formal Bal (Patent/Matte Black) Men's Shoes
On sale - now $95.4 - was $159

Massimo Matteo Penny Driver 18 (Havana) Men
Massimo Matteo Penny Driver 18 (Havana) Men's Slip on Shoes
On sale - now $35.55 - was $79

Massimo Matteo Penny Moc (Loranja Orange) Men
Massimo Matteo Penny Moc (Loranja Orange) Men's Shoes
On sale - now $37.62 - was $69

Massimo Matteo Penny Moc (Pink) Men
Massimo Matteo Penny Moc (Pink) Men's Shoes
On sale - now $49.68 - was $69

Massimo Matteo Penny Moc (Verde Agua) Men
Massimo Matteo Penny Moc (Verde Agua) Men's Shoes
On sale - now $48.58 - was $69

Massimo Matteo Perf Mocc Tassel (Black) Men
Massimo Matteo Perf Mocc Tassel (Black) Men's Slip on Shoes
On sale - now $99 - was $165

Massimo Matteo Perf Nubuck Driver (Navy) Men
Massimo Matteo Perf Nubuck Driver (Navy) Men's Slip on Shoes
On sale - now $45.99 - was $65

Massimo Matteo Perf Nubuck Driver (Red) Men
Massimo Matteo Perf Nubuck Driver (Red) Men's Slip on Shoes
On sale - now $46.54 - was $65

Massimo Matteo Perf Vamp Rope Bit (Black) Men
Massimo Matteo Perf Vamp Rope Bit (Black) Men's Slip-on Dress Shoes
On sale - now $46.07 - was $85

Massimo Matteo Perf Vamp Rope Bit (Pinho) Men
Massimo Matteo Perf Vamp Rope Bit (Pinho) Men's Slip-on Dress Shoes
On sale - now $38.25 - was $85

Massimo Matteo Perf Wing Boot (Black) Men
Massimo Matteo Perf Wing Boot (Black) Men's Lace-up Boots
On sale - now $95.99 - was $120

Massimo Matteo Perf Wing Boot (Cafe) Men
Massimo Matteo Perf Wing Boot (Cafe) Men's Lace-up Boots
On sale - now $54 - was $120

Massimo Matteo Pitstop Penny Driver (Black) Men
Massimo Matteo Pitstop Penny Driver (Black) Men's Slip on Shoes
On sale - now $40.99 - was $59

Massimo Matteo Pitstop Penny Driver (Brown) Men
Massimo Matteo Pitstop Penny Driver (Brown) Men's Slip on Shoes
On sale - now $37.76 - was $59

Massimo Matteo Pitstop Tie Driver (Chocolate) Men
Massimo Matteo Pitstop Tie Driver (Chocolate) Men's Slip-on Dress Shoes
On sale - now $29.25 - was $65

Massimo Matteo Pitstop Tie Driver (Marinho) Men
Massimo Matteo Pitstop Tie Driver (Marinho) Men's Slip-on Dress Shoes
On sale - now $45.5 - was $65

Massimo Matteo Plain Toe 19 (Black) Men
Massimo Matteo Plain Toe 19 (Black) Men's Shoes
On sale - now $91.08 - was $169

Massimo Matteo Plain Toe Classic (Cafe) Men
Massimo Matteo Plain Toe Classic (Cafe) Men's Lace up casual Shoes
On sale - now $44.55 - was $99

Massimo Matteo Rio (Black) Men
Massimo Matteo Rio (Black) Men's Sandals
On sale - now $29.4 - was $49

Massimo Matteo Rio (Whisky) Men
Massimo Matteo Rio (Whisky) Men's Sandals
On sale - now $25.87 - was $49

Massimo Matteo Rope Bit Driver (Cafe) Men
Massimo Matteo Rope Bit Driver (Cafe) Men's Slip-on Dress Shoes
On sale - now $52.99 - was $69

Massimo Matteo Rope Driver (Black Nubuck) Men
Massimo Matteo Rope Driver (Black Nubuck) Men's Shoes
On sale - now $49.3 - was $79

Massimo Matteo Rope Driver (Cafe Nubuck) Men
Massimo Matteo Rope Driver (Cafe Nubuck) Men's Shoes
On sale - now $42.8 - was $79

Massimo Matteo Rope Driver (Cinza Nubuck) Men
Massimo Matteo Rope Driver (Cinza Nubuck) Men's Shoes
On sale - now $42.8 - was $79

Massimo Matteo Rope Driver (Tan Nubuck) Men
Massimo Matteo Rope Driver (Tan Nubuck) Men's Shoes
On sale - now $55.14 - was $79

Massimo Matteo Saffiano Penny Moc (Black) Men
Massimo Matteo Saffiano Penny Moc (Black) Men's Lace Up Moc Toe Shoes
On sale - now $45 - was $75

Massimo Matteo Saffiano Penny Moc (Brown) Men
Massimo Matteo Saffiano Penny Moc (Brown) Men's Lace Up Moc Toe Shoes
On sale - now $45 - was $75

Massimo Matteo Sao Paulo (Black) Men
Massimo Matteo Sao Paulo (Black) Men's Sandals
On sale - now $29.4 - was $49

Massimo Matteo Sao Paulo (Whisky) Men
Massimo Matteo Sao Paulo (Whisky) Men's Sandals
On sale - now $32.54 - was $49

Massimo Matteo Side Zip Boot (Cafe) Men
Massimo Matteo Side Zip Boot (Cafe) Men's Shoes
On sale - now $60.27 - was $105

Massimo Matteo Single Monk Cap (Black) Men
Massimo Matteo Single Monk Cap (Black) Men's Slip on Shoes
On sale - now $95.4 - was $159

Massimo Matteo Single Monk Wing Tip (Black) Men
Massimo Matteo Single Monk Wing Tip (Black) Men's Slip on Shoes
On sale - now $95.4 - was $159

Massimo Matteo Single Monk Wing Tip (Brandy) Men
Massimo Matteo Single Monk Wing Tip (Brandy) Men's Slip on Shoes
On sale - now $71.55 - was $159

Massimo Matteo Slip-On Bit Classic 18 (Black) Men
Massimo Matteo Slip-On Bit Classic 18 (Black) Men's Slip on Shoes
On sale - now $50.34 - was $89

Massimo Matteo Slip-On Wing Bit (Black) Men
Massimo Matteo Slip-On Wing Bit (Black) Men's Slip-on Dress Shoes
On sale - now $115.99 - was $165

Massimo Matteo Stamped Bit Driver (Black) Men
Massimo Matteo Stamped Bit Driver (Black) Men's Shoes
On sale - now $51 - was $75

Massimo Matteo Stamped Bit Driver (Caramelo) Men
Massimo Matteo Stamped Bit Driver (Caramelo) Men's Shoes
On sale - now $40.42 - was $75

Massimo Matteo Stamped Bit Driver (Chocolate) Men
Massimo Matteo Stamped Bit Driver (Chocolate) Men's Shoes
On sale - now $40.42 - was $75

Massimo Matteo Stamped Bit Driver (Marinho) Men
Massimo Matteo Stamped Bit Driver (Marinho) Men's Shoes
On sale - now $56.55 - was $75

Massimo Matteo Suede Nubuck Penny (Dijon) Men
Massimo Matteo Suede Nubuck Penny (Dijon) Men's Slip on Shoes
On sale - now $52.93 - was $79

Massimo Matteo Suede Nubuck Penny (Hortencia) Men
Massimo Matteo Suede Nubuck Penny (Hortencia) Men's Slip on Shoes
On sale - now $49.45 - was $79

Massimo Matteo Suede Penny Loafer (Smoke Suede) Men
Massimo Matteo Suede Penny Loafer (Smoke Suede) Men's Slip on Shoes
On sale - now $95.4 - was $159

Massimo Matteo Two-Tone Bit Driver (Cafe/Marinho) Men
Massimo Matteo Two-Tone Bit Driver (Cafe/Marinho) Men's Slip-on Dress Shoes
On sale - now $33.75 - was $75

Massimo Matteo Velvet Slip-On with Bit (Black) Men
Massimo Matteo Velvet Slip-On with Bit (Black) Men's Slip-on Dress Shoes
On sale - now $93 - was $155

Massimo Matteo Venetian Driver (Marinho Nubuck) Men
Massimo Matteo Venetian Driver (Marinho Nubuck) Men's Slip on Shoes
On sale - now $39 - was $65

Massimo Matteo Venetian Pitstop Driver (Black) Men
Massimo Matteo Venetian Pitstop Driver (Black) Men's Slip-on Dress Shoes
On sale - now $31.05 - was $69

Massimo Matteo Wing Tip Bal (Black) Men
Massimo Matteo Wing Tip Bal (Black) Men's Shoes
On sale - now $76.05 - was $169

Massimo Matteo Wing Tip Bal (Burnished Tan) Men
Massimo Matteo Wing Tip Bal (Burnished Tan) Men's Lace up casual Shoes
On sale - now $103.95 - was $165

Massimo Matteo Wing Tip Bal (Burnished Tan) Men
Massimo Matteo Wing Tip Bal (Burnished Tan) Men's Shoes
On sale - now $76.05 - was $169

Massimo Matteo Wing Tip Boot Mixed Material (Chumbo/Black) Men
Massimo Matteo Wing Tip Boot Mixed Material (Chumbo/Black) Men's Shoes
On sale - now $57.54 - was $105

Massimo Matteo Wing Tip Boot Mixed Material (Chumbo/Havana) Men
Massimo Matteo Wing Tip Boot Mixed Material (Chumbo/Havana) Men's Shoes
On sale - now $56.49 - was $105

Massimo Matteo Wing Tip Slip-On (Black) Men
Massimo Matteo Wing Tip Slip-On (Black) Men's Slip on Shoes
On sale - now $108.5 - was $155

Massimo Matteo Woven Bit Driver (Black) Men
Massimo Matteo Woven Bit Driver (Black) Men's Shoes
On sale - now $53.55 - was $75

Massimo Matteo Woven Bit Driver (Caramelo) Men
Massimo Matteo Woven Bit Driver (Caramelo) Men's Shoes
On sale - now $58.65 - was $75

Massimo Matteo Woven Bit Driver (Chocolate) Men
Massimo Matteo Woven Bit Driver (Chocolate) Men's Shoes
On sale - now $46.95 - was $75

Massimo Matteo Woven Bit Driver (Cinza) Men
Massimo Matteo Woven Bit Driver (Cinza) Men's Shoes
On sale - now $42.15 - was $75

Massimo Matteo Woven Bit Mocc (Havana) Men
Massimo Matteo Woven Bit Mocc (Havana) Men's Slip-on Dress Shoes
On sale - now $40.05 - was $89

Massimo Matteo Woven Penny Driver (Burnished Bronze) Men
Massimo Matteo Woven Penny Driver (Burnished Bronze) Men's Shoes
On sale - now $35.55 - was $79

Massimo Matteo Woven Tie Driver (Taupe) Men
Massimo Matteo Woven Tie Driver (Taupe) Men's Shoes
On sale - now $45 - was $75

Massimo Matteo Woven Tie Driver (Vinho) Men
Massimo Matteo Woven Tie Driver (Vinho) Men's Shoes
On sale - now $33.75 - was $75

Massimo Matteo Woven Vamp Penny (Tan) Men
Massimo Matteo Woven Vamp Penny (Tan) Men's Slip-on Dress Shoes
On sale - now $47.4 - was $79