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 Chukka (Bordo) Men
Massimo Matteo 3-Eye Chukka (Bordo) Men's Lace-up Boots
On sale - now $101.4 - was $169

Massimo Matteo 4-Eye Cap Toe 18 (Black) Men
Massimo Matteo 4-Eye Cap Toe 18 (Black) Men's Lace Up Cap Toe Shoes
On sale - now $111.3 - was $159

Massimo Matteo 4-Eye Cap Toe 18 (Brandy) Men
Massimo Matteo 4-Eye Cap Toe 18 (Brandy) Men's Lace Up Cap Toe Shoes
On sale - now $110.99 - was $159

Massimo Matteo 5-Eye Bal 17 (Black) Men
Massimo Matteo 5-Eye Bal 17 (Black) Men's Lace up casual Shoes
On sale - now $110.99 - was $159

Massimo Matteo 5-Eye Bal 17 (Burnished Tan) Men
Massimo Matteo 5-Eye Bal 17 (Burnished Tan) Men's Lace up casual Shoes
On sale - now $110.99 - was $159

Massimo Matteo 5-Eye Brush Off PT (Black) Men
Massimo Matteo 5-Eye Brush Off PT (Black) Men's Lace up casual Shoes
On sale - now $109.51 - was $169

Massimo Matteo 5-Eye Cal Bal (Black) Men
Massimo Matteo 5-Eye Cal Bal (Black) Men's Lace up casual Shoes
On sale - now $110.99 - was $159

Massimo Matteo 5-Eye Cal Bal (Brandy) Men
Massimo Matteo 5-Eye Cal Bal (Brandy) Men's Lace up casual Shoes
On sale - now $110.99 - was $159

Massimo Matteo 6-Eye Wing Tip (Mare) Men
Massimo Matteo 6-Eye Wing Tip (Mare) Men's Lace Up Wing Tip Shoes
On sale - now $123.7 - was $159

Massimo Matteo Ankle Strap Sandal (Marrone) Men
Massimo Matteo Ankle Strap Sandal (Marrone) Men's Sandals
On sale - now $74.99 - was $105

Massimo Matteo Antique Bit Driver (Black) Men
Massimo Matteo Antique Bit Driver (Black) Men's Slip on Shoes
On sale - now $59.99 - was $85

Massimo Matteo Antique Bit Driver (Burnished Bronze) Men
Massimo Matteo Antique Bit Driver (Burnished Bronze) Men's Slip on Shoes
On sale - now $59.99 - was $85

Massimo Matteo Antique Bit Driver (Burnished Cafe) Men
Massimo Matteo Antique Bit Driver (Burnished Cafe) Men's Slip on Shoes
On sale - now $59.99 - was $85

Massimo Matteo Back Zip Gladiator ((TDM) Dark Brown) Men
Massimo Matteo Back Zip Gladiator ((TDM) Dark Brown) Men's Sandals
On sale - now $68.76 - was $129

Massimo Matteo Bike Toe Blucher (Burnished Tan) Men
Massimo Matteo Bike Toe Blucher (Burnished Tan) Men's Shoes
On sale - now $104.99 - was $149

Massimo Matteo Biker Boot (Brown) Men
Massimo Matteo Biker Boot (Brown) Men's Boots
On sale - now $74.45 - was $99

Massimo Matteo Bit Driver (Brown) Men
Massimo Matteo Bit Driver (Brown) Men's Slip on Shoes
On sale - now $41.4 - was $69

Massimo Matteo Bit Driver (Whiskey) Men
Massimo Matteo Bit Driver (Whiskey) Men's Slip on Shoes
On sale - now $45.95 - was $69

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 Camo Tie Driver (Azul Camo) Men
Massimo Matteo Camo Tie Driver (Azul Camo) Men's Shoes
On sale - now $55.99 - was $79

Massimo Matteo Camo Tie Driver (Cinza Camo) Men
Massimo Matteo Camo Tie Driver (Cinza Camo) Men's Shoes
On sale - now $44.24 - was $79

Massimo Matteo Camo Tie Driver (Preto Camo) Men
Massimo Matteo Camo Tie Driver (Preto Camo) Men's Shoes
On sale - now $55.99 - was $79

Massimo Matteo Camo Tie Driver (Verde Camo) Men
Massimo Matteo Camo Tie Driver (Verde Camo) Men's Shoes
On sale - now $45.03 - was $79

Massimo Matteo Checkered Slide (Black) Men
Massimo Matteo Checkered Slide (Black) Men's Sandals
On sale - now $54.99 - was $109

Massimo Matteo Checkered Thong (T Moro) Men
Massimo Matteo Checkered Thong (T Moro) Men's Sandals
On sale - now $59.99 - was $119

Massimo Matteo Chelsea PT Boot (Black/Red) Men
Massimo Matteo Chelsea PT Boot (Black/Red) Men's Pull-on Boots
On sale - now $68.35 - was $89

Massimo Matteo Chelsea Wing Boot (Black) Men
Massimo Matteo Chelsea Wing Boot (Black) Men's Pull-on Boots
On sale - now $75.64 - was $99

Massimo Matteo Cobra Penny (Black) Men
Massimo Matteo Cobra Penny (Black) Men's Slip-on Dress Shoes
On sale - now $50.99 - was $79

Massimo Matteo Cobra Penny (Cafe) Men
Massimo Matteo Cobra Penny (Cafe) Men's Slip-on Dress Shoes
On sale - now $44.99 - was $79

Massimo Matteo Comfort Slide (Black) Men
Massimo Matteo Comfort Slide (Black) Men's Sandals
On sale - now $82.99 - was $119

Massimo Matteo Croco Driver (Cafe) Men
Massimo Matteo Croco Driver (Cafe) Men's Slip on Shoes
On sale - now $47.4 - was $79

Massimo Matteo Croco Driver (Cinza) Men
Massimo Matteo Croco Driver (Cinza) Men's Slip on Shoes
On sale - now $44.99 - was $79

Massimo Matteo Croco Driver (Marinho) Men
Massimo Matteo Croco Driver (Marinho) Men's Slip on Shoes
On sale - now $47.4 - was $79

Massimo Matteo Croco Driver (Off-White) Men
Massimo Matteo Croco Driver (Off-White) Men's Slip on Shoes
On sale - now $55.3 - was $79

Massimo Matteo Double Monk Cap Toe 17 (Black) Men
Massimo Matteo Double Monk Cap Toe 17 (Black) Men's Lace Up Cap Toe Shoes
On sale - now $95.4 - was $159

Massimo Matteo Double Monk Perf Cap (Black) Men
Massimo Matteo Double Monk Perf Cap (Black) Men's Slip on Shoes
On sale - now $135.99 - was $169

Massimo Matteo Double Monk Perf Cap (Burnished Tan) Men
Massimo Matteo Double Monk Perf Cap (Burnished Tan) Men's Slip on Shoes
On sale - now $67.99 - was $169

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 Driver With Bit (Brown Pitstop) Men
Massimo Matteo Driver With Bit (Brown Pitstop) 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 $113.91 - was $169

Massimo Matteo Freddo Geunine Lamb Lined Driver (Brown) Men
Massimo Matteo Freddo Geunine Lamb Lined Driver (Brown) Men's Slip on Shoes
On sale - now $75.99 - was $189

Massimo Matteo Huarache (Marrone) Men
Massimo Matteo Huarache (Marrone) Men's Slip on Shoes
On sale - now $62.5 - was $125

Massimo Matteo Kiltie Tassel Wing (Black) Men
Massimo Matteo Kiltie Tassel Wing (Black) Men's Slip on Shoes
On sale - now $99.99 - was $165

Massimo Matteo Kiltie Tassel Wing (Burnished Cuoio) Men
Massimo Matteo Kiltie Tassel Wing (Burnished Cuoio) Men's Slip on Shoes
On sale - now $99.99 - was $165

Massimo Matteo Lace Driver 17 (Black) Men
Massimo Matteo Lace Driver 17 (Black) Men's Slip-on Dress Shoes
On sale - now $52.35 - was $75

Massimo Matteo Lace Driver 17 (Bronze) Men
Massimo Matteo Lace Driver 17 (Bronze) Men's Slip-on Dress Shoes
On sale - now $48.9 - was $75

Massimo Matteo Lace Driver 17 (Cafe) Men
Massimo Matteo Lace Driver 17 (Cafe) Men's Slip-on Dress Shoes
On sale - now $55.2 - was $75

Massimo Matteo Leather Thong Sandal (Black) Men
Massimo Matteo Leather Thong Sandal (Black) Men's Sandals
On sale - now $53.52 - was $99

Massimo Matteo Leather Thong Sandal (Marrone) Men
Massimo Matteo Leather Thong Sandal (Marrone) Men's Sandals
On sale - now $59.4 - was $99

Massimo Matteo Mix Media Wing Boot (Chocolate) Men
Massimo Matteo Mix Media Wing Boot (Chocolate) Men's Dress Pull-on Boots
On sale - now $97.99 - was $195

Massimo Matteo Moc Toe Bit (Navy) Men
Massimo Matteo Moc Toe Bit (Navy) Men's Slip on Shoes
On sale - now $92.59 - was $159

Massimo Matteo Moc Toe Blucher (Brown) Men
Massimo Matteo Moc Toe Blucher (Brown) Men's Lace Up Moc Toe Shoes
On sale - now $49.99 - was $89

Massimo Matteo Mocc Toe Penny (Whisky) Men
Massimo Matteo Mocc Toe Penny (Whisky) Men's Slip on 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 $51.19 - was $79

Massimo Matteo Mule Bit Driver (Dark Brown) Men
Massimo Matteo Mule Bit Driver (Dark Brown) Men's Shoes
On sale - now $52.99 - 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 $110.99 - was $159

Massimo Matteo New Penny 18 (Tan) Men
Massimo Matteo New Penny 18 (Tan) Men's Shoes
On sale - now $110.99 - was $159

Massimo Matteo Oiled Nubuck Bit Driver (Amarelo) Men
Massimo Matteo Oiled Nubuck Bit Driver (Amarelo) Men's Slip-on Dress Shoes
On sale - now $44.99 - was $79

Massimo Matteo Oiled Nubuck Bit Driver (Black) Men
Massimo Matteo Oiled Nubuck Bit Driver (Black) Men's Slip-on Dress Shoes
On sale - now $44.99 - was $79

Massimo Matteo Oiled Nubuck Bit Driver (Laranta) Men
Massimo Matteo Oiled Nubuck Bit Driver (Laranta) Men's Slip-on Dress Shoes
On sale - now $44.99 - was $79

Massimo Matteo Patent Formal Bal (Burnished Brandy) Men
Massimo Matteo Patent Formal Bal (Burnished Brandy) Men's Shoes
On sale - now $127.99 - was $159

Massimo Matteo Pebbled Bal CT (Black) Men
Massimo Matteo Pebbled Bal CT (Black) Men's Lace Up Cap Toe Shoes
On sale - now $90.99 - was $165

Massimo Matteo Penny Driver 18 (Black) Men
Massimo Matteo Penny Driver 18 (Black) Men's Slip on Shoes
On sale - now $55.99 - was $79

Massimo Matteo Penny Driver 18 (Havana) Men
Massimo Matteo Penny Driver 18 (Havana) Men's Slip on Shoes
On sale - now $55.99 - was $79

Massimo Matteo Perf Driver (Black) Men
Massimo Matteo Perf Driver (Black) Men's Slip on Shoes
On sale - now $55.99 - was $79

Massimo Matteo Perf Mocc Tassel (Castagna) Men
Massimo Matteo Perf Mocc Tassel (Castagna) Men's Slip on Shoes
On sale - now $107.99 - 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 (Royal Blue) Men
Massimo Matteo Perf Nubuck Driver (Royal Blue) Men's Slip on Shoes
On sale - now $39 - was $65

Massimo Matteo Perf Nubuck Driver (Taupe) Men
Massimo Matteo Perf Nubuck Driver (Taupe) Men's Slip on Shoes
On sale - now $45.99 - 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 $46.41 - 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 $45.22 - was $85

Massimo Matteo Perf Vamp Rope Bit (Tan) Men
Massimo Matteo Perf Vamp Rope Bit (Tan) Men's Slip-on Dress Shoes
On sale - now $67.66 - was $85

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 $40.99 - was $59

Massimo Matteo Pitstop Tie Driver (Chocolate) Men
Massimo Matteo Pitstop Tie Driver (Chocolate) Men's Slip-on Dress Shoes
On sale - now $45.99 - was $65

Massimo Matteo Pitstop Tie Driver (Marinho) Men
Massimo Matteo Pitstop Tie Driver (Marinho) Men's Slip-on Dress Shoes
On sale - now $45.99 - was $65

Massimo Matteo Plain Toe Classic (Cafe) Men
Massimo Matteo Plain Toe Classic (Cafe) Men's Lace up casual Shoes
On sale - now $72.86 - was $99

Massimo Matteo Rio (Black) Men
Massimo Matteo Rio (Black) Men's Sandals
On sale - now $32.24 - was $49

Massimo Matteo Rio (Branco) Men
Massimo Matteo Rio (Branco) Men's Sandals
On sale - now $24.99 - was $49

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

Massimo Matteo Rope Bit Driver (Black) Men
Massimo Matteo Rope Bit Driver (Black) Men's Slip-on Dress Shoes
On sale - now $47.99 - was $69

Massimo Matteo Rope Bit Driver (Cafe) Men
Massimo Matteo Rope Bit Driver (Cafe) Men's Slip-on Dress Shoes
On sale - now $53.41 - was $69

Massimo Matteo Saffiano Penny Moc (Black) Men
Massimo Matteo Saffiano Penny Moc (Black) Men's Lace Up Moc Toe Shoes
On sale - now $52.99 - 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 Saffiano Penny Moc (Tan) Men
Massimo Matteo Saffiano Penny Moc (Tan) Men's Lace Up Moc Toe Shoes
On sale - now $59.99 - was $75

Massimo Matteo Salvador (Brown) Men
Massimo Matteo Salvador (Brown) Men's Slide Shoes
On sale - now $22.99 - was $49

Massimo Matteo Sao Paulo (Black) Men
Massimo Matteo Sao Paulo (Black) Men's Sandals
On sale - now $34.99 - was $49

Massimo Matteo Sao Paulo (Whisky) Men
Massimo Matteo Sao Paulo (Whisky) Men's Sandals
On sale - now $33.52 - was $49

Massimo Matteo Single Monk Cap Toe (Burnished Brandy) Men
Massimo Matteo Single Monk Cap Toe (Burnished Brandy) Men's Shoes
On sale - now $101.4 - was $169

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 Leather Bit Driver (Black) Men
Massimo Matteo Stamped Leather Bit Driver (Black) Men's Slip-on Dress Shoes
On sale - now $47.99 - was $85

Massimo Matteo Stamped Leather Bit Driver (Cafe) Men
Massimo Matteo Stamped Leather Bit Driver (Cafe) Men's Slip-on Dress Shoes
On sale - now $47.99 - was $85

Massimo Matteo Suede Nubuck Penny (Castor) Men
Massimo Matteo Suede Nubuck Penny (Castor) Men's Slip on Shoes
On sale - now $61.15 - was $79

Massimo Matteo Suede Nubuck Penny (Hortencia) Men
Massimo Matteo Suede Nubuck Penny (Hortencia) Men's Slip on Shoes
On sale - now $55.99 - was $79

Massimo Matteo Suede Nubuck Penny (Orange) Men
Massimo Matteo Suede Nubuck Penny (Orange) Men's Slip on Shoes
On sale - now $55.99 - was $79

Massimo Matteo Suede Penny Loafer (Electric Blue Suede) Men
Massimo Matteo Suede Penny Loafer (Electric Blue Suede) Men's Slip on Shoes
On sale - now $110.99 - was $159

Massimo Matteo Suede Penny Loafer (Green Suede) Men
Massimo Matteo Suede Penny Loafer (Green Suede) Men's Slip on Shoes
On sale - now $127.99 - was $159

Massimo Matteo Suede Penny Loafer (Navy Blue Suede) Men
Massimo Matteo Suede Penny Loafer (Navy Blue Suede) Men's Slip on Shoes
On sale - now $110.99 - was $159

Massimo Matteo Suede Penny Loafer (Smoke Suede) Men
Massimo Matteo Suede Penny Loafer (Smoke Suede) Men's Slip on Shoes
On sale - now $110.99 - was $159

Massimo Matteo Textured Thong (Black) Men
Massimo Matteo Textured Thong (Black) Men's Sandals
On sale - now $54.99 - was $99

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 $45 - was $75

Massimo Matteo Two-Tone Bit Driver (Marinho/Cafe) Men
Massimo Matteo Two-Tone Bit Driver (Marinho/Cafe) Men's Slip-on Dress Shoes
On sale - now $58.8 - was $75

Massimo Matteo Venetian Driver (Cafe) Men
Massimo Matteo Venetian Driver (Cafe) Men's Slip on Shoes
On sale - now $45.99 - was $65

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

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

Massimo Matteo Venetian Pitstop Driver (Black) Men
Massimo Matteo Venetian Pitstop Driver (Black) Men's Slip-on Dress Shoes
On sale - now $47.99 - was $69

Massimo Matteo Venetian Pitstop Driver (Cognac) Men
Massimo Matteo Venetian Pitstop Driver (Cognac) Men's Slip-on Dress Shoes
On sale - now $47.99 - was $69

Massimo Matteo Wing Tip Bal (Black) Men
Massimo Matteo Wing Tip Bal (Black) Men's Lace up casual Shoes
On sale - now $70.99 - was $159

Massimo Matteo Wing Tip Bal (Black) Men
Massimo Matteo Wing Tip Bal (Black) Men's Shoes
On sale - now $117.99 - was $169

Massimo Matteo Wing Tip Bal (Burnished Tan) Men
Massimo Matteo Wing Tip Bal (Burnished Tan) Men's Shoes
On sale - now $117.99 - was $169

Massimo Matteo Wing Tip Slip-On (Black) Men
Massimo Matteo Wing Tip Slip-On (Black) Men's Slip on Shoes
On sale - now $111.29 - was $155

Massimo Matteo Wing Tip Slip-On (Navy) Men
Massimo Matteo Wing Tip Slip-On (Navy) Men's Slip on Shoes
On sale - now $69.99 - was $155

Massimo Matteo Wing Tip Slip-On (Tan) Men
Massimo Matteo Wing Tip Slip-On (Tan) Men's Slip on Shoes
On sale - now $93 - was $155

Massimo Matteo Woven Bit Mocc (Havana) Men
Massimo Matteo Woven Bit Mocc (Havana) Men's Slip-on Dress Shoes
On sale - now $68.17 - was $89

Massimo Matteo Woven Penny Driver (Black) Men
Massimo Matteo Woven Penny Driver (Black) Men's Shoes
On sale - now $55.99 - was $79

Massimo Matteo Woven Penny Driver (Burnished Cafe) Men
Massimo Matteo Woven Penny Driver (Burnished Cafe) Men's Shoes
On sale - now $55.99 - was $79

Massimo Matteo Woven Stamped Leather Lace Driver (Cafe) Men
Massimo Matteo Woven Stamped Leather Lace Driver (Cafe) Men's Slip-on Dress Shoes
On sale - now $44.99 - was $79

Massimo Matteo Woven Tie Driver (Black) Men
Massimo Matteo Woven Tie Driver (Black) Men's Shoes
On sale - now $52.99 - was $75

Massimo Matteo Woven Tie Driver (Taupe) Men
Massimo Matteo Woven Tie Driver (Taupe) Men's Shoes
On sale - now $52.99 - was $75