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Men's Sale Comfort Shoes

  • All Shoes
  • Boots
  • Comfort
  • Dress Shoes
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154 items
GrandPro Rally LTT Sneaker (Men)

Cole Haan GrandPro Rally LTT Sneaker (Men)

$66.99 – $168Current Price $66.99 to $168
$160 – $168Previous Price $160 to $168
4.4(66)
GrandPrø Halfcourt SkyWeave™ Sneaker (Men)

Cole Haan GrandPrø Halfcourt SkyWeave™ Sneaker (Men)

$90 – $117Current Price $90 to $117
$180Previous Price $180
4.6(5)
Original Grand Energyweave Stitchlite™ Oxford (Men)

Cole Haan Original Grand Energyweave Stitchlite™ Oxford (Men)

$72Current Price $72
$160Previous Price $160
4.7(34)
Batiste Derby (Men)

Mephisto Batiste Derby (Men)

Add to bag or wish list to see price1(1)
Rafael Slip-On (Men)

Samuel Hubbard Rafael Slip-On (Men)

$135 – $235Current Price $135 to $235
$235Previous Price $235
4.6(5)
Pinch Weekend Venetian Loafer (Men)

Cole Haan Pinch Weekend Venetian Loafer (Men)

$65Current Price $65
$130Previous Price $130
4(2)
Metropole London Derby (Men)

ECCO Metropole London Derby (Men)

$127.50 – $194.95Current Price $127.50 to $194.95
$194.95Previous Price $194.95
4.3(31)
Featherlight Flight Sneaker (Men)

Samuel Hubbard Featherlight Flight Sneaker (Men)

$135Current Price $135
$195Previous Price $195
5(1)
Amherst 2.0 Knit Plain Toe Sneaker - Wide Width Available (Men)

Johnston & Murphy Amherst 2.0 Knit Plain Toe Sneaker - Wide Width Available (Men)

$99.99 – $139Current Price $99.99 to $139
$139Previous Price $139
4.5(239)
Rafael Hybrid Lace-Up Derby (Men)

Samuel Hubbard Rafael Hybrid Lace-Up Derby (Men)

$135 – $235Current Price $135 to $235
$235Previous Price $235
3.3(4)
Upton Wingtip Derby (Men)

Johnston & Murphy Upton Wingtip Derby (Men)

$99.99Current Price $99.99
$159 – $179Previous Price $159 to $179
4.6(54)
Gender Inclusive 1000 Sneaker

New Balance Gender Inclusive 1000 Sneaker

$80Current Price $80
$149.99Previous Price $149.99
4.6(353)
Judson Grand Plain Toe Derby (Men)

Cole Haan Judson Grand Plain Toe Derby (Men)

$136.50 – $210Current Price $136.50 to $210
$210Previous Price $210
3.3(16)
Upton Plain Toe Derby (Men)

Johnston & Murphy Upton Plain Toe Derby (Men)

$119.99 – $169Current Price $119.99 to $169
$159 – $169Previous Price $159 to $169
4.5(844)
Brower Boat Shoe (Men)

Cole Haan Brower Boat Shoe (Men)

$88.20Current Price $88.20
$168Previous Price $168
4.8(5)
Pasadena Derby (Men)

Birkenstock Pasadena Derby (Men)

$84.98 – $174.95Current Price $84.98 to $174.95
$169.95 – $174.95Previous Price $169.95 to $174.95
3(4)
Anders Perforated Leather Sneaker (Men)

Johnston & Murphy Anders Perforated Leather Sneaker (Men)

$111.30 – $165Current Price $111.30 to $165
$159 – $165Previous Price $159 to $165
4.5(8)
Terra Fi 5 Universal Sport Sandal (Men)
New

Teva Terra Fi 5 Universal Sport Sandal (Men)

$108.99 – $120Current Price $108.99 to $120
$120Previous Price $120
4.7(50)
Free Spirit Driver Loafer (Men)

Samuel Hubbard Free Spirit Driver Loafer (Men)

$145Current Price $145
$195Previous Price $195
3.6(9)
Billfish™ 3-Eye Boat Shoe (Men)

Sperry Billfish™ 3-Eye Boat Shoe (Men)

$63.25Current Price $63.25
$115Previous Price $115
4.1(9)
Judson Grand Wingtip Derby (Men)

Cole Haan Judson Grand Wingtip Derby (Men)

$99.99Current Price $99.99
$225Previous Price $225
3.7(3)
480 Basketball Sneaker (Men)

New Balance 480 Basketball Sneaker (Men)

$70Current Price $70
$99.99Previous Price $99.99
4.3(99)
Featherlight Olema Casual Oxford (Men)

Samuel Hubbard Featherlight Olema Casual Oxford (Men)

$120Current Price $120
$195Previous Price $195
4.5(6)
Karst Sandal (Men)
New

Camper Karst Sandal (Men)

$88 – $135Current Price $88 to $135
$110 – $135Previous Price $110 to $135
5(1)
Wrapt Hiking Sneaker (Men)

Merrell Wrapt Hiking Sneaker (Men)

$90Current Price $90
$150Previous Price $150
5(5)
Only a few left
Upton Plain Toe Knit Derby (Men)

Johnston & Murphy Upton Plain Toe Knit Derby (Men)

$119.99 – $159Current Price $119.99 to $159
$159Previous Price $159
4.5(43)
Gender Inclusive 740 Sneaker
New

New Balance Gender Inclusive 740 Sneaker

$69.99 – $114.99Current Price $69.99 to $114.99
$114.99Previous Price $114.99
4.4(813)
Classic Seamless Mid Waterproof Boot (Men)

Bogs Classic Seamless Mid Waterproof Boot (Men)

$84Current Price $84
$140Previous Price $140
4.6(22)
Metropole Milan Derby (Men)

ECCO Metropole Milan Derby (Men)

$111 – $185Current Price $111 to $185
$184.95 – $185Previous Price $184.95 to $185
4.3(16)
Model 000 Sneakers

Atoms Model 000 Sneakers

$58 – $145Current Price $58 to $145
$145Previous Price $145
5(1)
Soft 60 Sneaker (Men)

ECCO Soft 60 Sneaker (Men)

$119.96Current Price $119.96
$199.95Previous Price $199.95
4.7(11)
Neumel Era Chukka Boot (Men)
Nordstrom For Good

UGG® Neumel Era Chukka Boot (Men)

$99.99Current Price $99.99
$159.95Previous Price $159.95
4.6(21)
Olema Featherlight Loafer (Men)

Samuel Hubbard Olema Featherlight Loafer (Men)

$120Current Price $120
$195Previous Price $195
5(1)
Utti Derby (Men)

Birkenstock Utti Derby (Men)

$98.96 – $164.95Current Price $98.96 to $164.95
$164.95Previous Price $164.95
4.3(6)
Founder Oxford (Men)

Samuel Hubbard Founder Oxford (Men)

$195 – $295Current Price $195 to $295
$295Previous Price $295
4.3(27)
Amherst 2.0 U-Throat Leather Sneaker (Men)

Johnston & Murphy Amherst 2.0 U-Throat Leather Sneaker (Men)

$99.99Current Price $99.99
$139Previous Price $139
4.8(55)
Pelotas Soller Sneaker (Men)
New

Camper Pelotas Soller Sneaker (Men)

$136 – $170Current Price $136 to $170
$170Previous Price $170
4.7(10)
Birki Flow Clog (Men)

Birkenstock Birki Flow Clog (Men)

$23.98 – $38.96Current Price $23.98 to $38.96
$59.95Previous Price $59.95
4(5)
Amherst 2.0 U-Throat Leather Sneaker (Men)

Johnston & Murphy Amherst 2.0 U-Throat Leather Sneaker (Men)

$99 – $139Current Price $99 to $139
$139Previous Price $139
4.8(55)
OriginalGrand Cityspectre Cap Toe Oxford (Men)

Cole Haan OriginalGrand Cityspectre Cap Toe Oxford (Men)

$123.50Current Price $123.50
$190Previous Price $190
4.5(28)
Tasman Baxter Slipper (Men)
Nordstrom For Good

UGG® Tasman Baxter Slipper (Men)

$74.96Current Price $74.96
$124.95Previous Price $124.95
3.7(6)
Only a few left
Driss Mixed Media Sneaker (Men)

Mephisto Driss Mixed Media Sneaker (Men)

$229.90 – $329Current Price $229.90 to $329
$329Previous Price $329
4.8(4)
CushZ Sandal (Men)
New

Chaco CushZ Sandal (Men)

$49.99 – $80Current Price $49.99 to $80
$80Previous Price $80
3.5(54)
Dash Plain Toe Derby (Men)

Florsheim Dash Plain Toe Derby (Men)

$79.95 – $115Current Price $79.95 to $115
$115Previous Price $115
5(1)
Upton 175th Plain Toe Derby (Men)

Johnston & Murphy Upton 175th Plain Toe Derby (Men)

$159Current Price $159
$175Previous Price $175
4.7(3)
Anson Lace to Toe Sneaker (Men)

Johnston & Murphy Anson Lace to Toe Sneaker (Men)

$159Current Price $159
$228Previous Price $228
Taylor Bit Loafer (Men)

Johnston & Murphy Taylor Bit Loafer (Men)

$199 – $298Current Price $199 to $298
$298Previous Price $298
5(2)
Carnegie Penny Loafer (Men)

Cole Haan Carnegie Penny Loafer (Men)

$149.99Current Price $149.99
$200Previous Price $200
4.4(19)
Fero 2.0 Waterproof Ankle Boot (Men)

Pajar Fero 2.0 Waterproof Ankle Boot (Men)

$117Current Price $117
$195Previous Price $195
Braydon Saddle Derby (Men)

Johnston & Murphy Braydon Saddle Derby (Men)

$109Current Price $109
$139Previous Price $139
4.6(59)
Only a few left
Anders Low Top Sneaker (Men)

Johnston & Murphy Anders Low Top Sneaker (Men)

$119 – $165Current Price $119 to $165
$165Previous Price $165
4.8(5)
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$85 – $102Current Price $85 to $102
$170Previous Price $170
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$122 – $160Current Price $122 to $160
$160 – $175Previous Price $160 to $175
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$170Previous Price $170
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$157.50Current Price $157.50
$220Previous Price $220
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$159Current Price $159
$175Previous Price $175
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$89.95Previous Price $89.95
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$54.99 – $109.99Current Price $54.99 to $109.99
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$144.99Previous Price $144.99
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$159.99Current Price $159.99
$245Previous Price $245
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U.S. POLO ASSN US Polo Assn Mens' Sneakers (Adults)

$49.99Current Price $49.99
$59.99Previous Price $59.99
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U.S. POLO ASSN US Polo Assn Sneaker Mens Adults

$49.99Current Price $49.99
$59.99Previous Price $59.99
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$170Previous Price $170
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$179Current Price $179
$295Previous Price $295
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$199Current Price $199
$295Previous Price $295
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Jasper Low Top Hiking Sneaker (Men)

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$99.99Current Price $99.99
$135Previous Price $135
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$29.99Current Price $29.99
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$155Previous Price $155
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