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Men's Sale Comfort Shoes

  • All Shoes
  • Boots
  • Comfort
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318 items
GrandPro Luxe Slip-On Sneaker (Men)

Cole Haan GrandPro Luxe Slip-On Sneaker (Men)

$110.50 – $170Current Price $110.50 to $170
$170Previous Price $170
New Markdown
4.5(91)
GrandPro Rally LTT Sneaker (Men)

Cole Haan GrandPro Rally LTT Sneaker (Men)

$112 – $160Current Price $112 to $160
$160 – $168Previous Price $160 to $168
4.4(66)
OriginalGrand 2.0 Derby (Men)

Cole Haan OriginalGrand 2.0 Derby (Men)

$120 – $240Current Price $120 to $240
$230 – $240Previous Price $230 to $240
New Markdown
4.3(155)
GrandPrø Halfcourt SkyWeave™ Sneaker (Men)

Cole Haan GrandPrø Halfcourt SkyWeave™ Sneaker (Men)

$111 – $117Current Price $111 to $117
$180Previous Price $180
4.3(3)
American Classics Montrose Plain Toe Derby (Men)

Cole Haan American Classics Montrose Plain Toe Derby (Men)

$123.50Current Price $123.50
$190Previous Price $190
4.6(103)
Evan Suede Low Top Sneaker (Men)

Nordstrom Evan Suede Low Top Sneaker (Men)

$44.96 – $44.98Current Price $44.96 to $44.98
$89.95Previous Price $89.95
5(2)
Original Grand Energyweave Stitchlite™ Oxford (Men)

Cole Haan Original Grand Energyweave Stitchlite™ Oxford (Men)

$99.99Current Price $99.99
$160Previous Price $160
4.7(32)
Pinch Weekend Venetian Loafer (Men)

Cole Haan Pinch Weekend Venetian Loafer (Men)

$65 – $99.99Current Price $65 to $99.99
$130Previous Price $130
4(2)
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
New Markdown
4.4(7)
Soft 7 Sneaker (Men)

ECCO Soft 7 Sneaker (Men)

$94.99 – $160Current Price $94.99 to $160
$159.95 – $160Previous Price $159.95 to $160
4.8(5)
Cody Driving Loafer (Men)

Nordstrom Cody Driving Loafer (Men)

$44.96 – $99.95Current Price $44.96 to $99.95
$89.95 – $99.95Previous Price $89.95 to $99.95
4.3(117)
Bend Low Top Sneaker (Men)

Birkenstock Bend Low Top Sneaker (Men)

$79.98 – $164.95Current Price $79.98 to $164.95
$159.95 – $164.95Previous Price $159.95 to $164.95
4.1(39)
Gender Neutral 471 Sneaker

New Balance Gender Neutral 471 Sneaker

$54.99 – $109.99Current Price $54.99 to $109.99
$99.99 – $109.99Previous Price $99.99 to $109.99
New Markdown
4.2(184)
T500 Tennis Sneaker (Men)

New Balance T500 Tennis Sneaker (Men)

$50 – $109.99Current Price $50 to $109.99
$109.99Previous Price $109.99
New Markdown
4.5(101)
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(839)
Hydratrek Sandal (Men)
Sustainable Style

Teva Hydratrek Sandal (Men)

$83.99 – $95Current Price $83.99 to $95
$95Previous Price $95
5(2)
Gold Cup Authentic Original Boat Shoe (Men)

Sperry Gold Cup Authentic Original Boat Shoe (Men)

Add to bag or wish list to see price4.7(284)
Featherlight Olema Casual Oxford (Men)

Samuel Hubbard Featherlight Olema Casual Oxford (Men)

$120Current Price $120
$195Previous Price $195
4.8(5)
Jacob Sneaker (Men) (Nordstrom Exclusive)

Nordstrom Jacob Sneaker (Men) (Nordstrom Exclusive)

$54.96 – $69.99Current Price $54.96 to $69.99
$99.95Previous Price $99.95
4.6(5)
Briley Perforated Sneaker (Men)

Johnston & Murphy Briley Perforated Sneaker (Men)

$129.99Current Price $129.99
$195Previous Price $195
5(1)
Only a few left
ØriginalGrand 2.0 Oxford (Men)

Cole Haan ØriginalGrand 2.0 Oxford (Men)

$156Current Price $156
$240Previous Price $240
4.7(17)
Only a few left
Gender Inclusive 1000 Sneaker

New Balance Gender Inclusive 1000 Sneaker

$80Current Price $80
$149.99Previous Price $149.99
New Markdown
4.6(387)
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(237)
Billfish™ 3-Eye Boat Shoe (Men)

Sperry Billfish™ 3-Eye Boat Shoe (Men)

Add to bag or wish list to see price4.8(6)
Soft 7 Premier Sneaker (Men)

ECCO Soft 7 Premier Sneaker (Men)

$85 – $102Current Price $85 to $102
$170Previous Price $170
New Markdown
4.4(60)
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)
Elias Loafer (Men)

Nordstrom Elias Loafer (Men)

$44.98 – $53.96Current Price $44.98 to $53.96
$89.95Previous Price $89.95
4.8(4)
Anson Lace to Toe Sneaker (Men)

Johnston & Murphy Anson Lace to Toe Sneaker (Men)

$119.99 – $228Current Price $119.99 to $228
$195 – $228Previous Price $195 to $228
Pelotas Soller Sneaker (Men)
New

Camper Pelotas Soller Sneaker (Men)

$136 – $170Current Price $136 to $170
$170Previous Price $170
4.7(10)
Gender Inclusive 530 Sneaker

New Balance Gender Inclusive 530 Sneaker

$64.99 – $109.99Current Price $64.99 to $109.99
$109.99Previous Price $109.99
New Markdown
4.7(3423)
Ledley Grand Wingtip Oxford (Men)

Cole Haan Ledley Grand Wingtip Oxford (Men)

$155 – $199.99Current Price $155 to $199.99
$310Previous Price $310
Upton Plain Toe Derby (Men)

Johnston & Murphy Upton Plain Toe Derby (Men)

$99.99 – $159Current Price $99.99 to $159
$159Previous Price $159
New Markdown
4.5(188)
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)
Fresh Foam X 860 v14 Running Shoe (Men)

New Balance Fresh Foam X 860 v14 Running Shoe (Men)

$79.99 – $149.99Current Price $79.99 to $149.99
$139.99 – $149.99Previous Price $139.99 to $149.99
New Markdown
4.3(778)
Upton Wingtip Derby (Men)

Johnston & Murphy Upton Wingtip Derby (Men)

$99.99 – $175Current Price $99.99 to $175
$159 – $179Previous Price $159 to $179
4.6(53)
Monaco Boat Shoe (Men)

Johnston & Murphy Monaco Boat Shoe (Men)

$149 – $155Current Price $149 to $155
$155Previous Price $155
5(2)
Cleve 07 Low Top Sneaker (Men)

Josef Seibel Cleve 07 Low Top Sneaker (Men)

$99.99 – $110.50Current Price $99.99 to $110.50
$170Previous Price $170
New Markdown
3.8(4)
SpeedARC Matis Hiking Sneaker (Men)

Merrell SpeedARC Matis Hiking Sneaker (Men)

$108Current Price $108
$180Previous Price $180
4.2(40)
Gender Neutral 471 Sneaker

New Balance Gender Neutral 471 Sneaker

$80Current Price $80
$109.99Previous Price $109.99
New Markdown
4.2(184)
Beck Tie Low Top Sneaker (Men)

Børn Beck Tie Low Top Sneaker (Men)

$62.50 – $125Current Price $62.50 to $125
$125Previous Price $125
5(1)
Gender Inclusive 204L Sneaker

New Balance Gender Inclusive 204L Sneaker

$85 – $119.99Current Price $85 to $119.99
$109.99 – $119.99Previous Price $109.99 to $119.99
New Markdown
4.4(261)
Chelsea Lug Boot (Men)

UGG® Chelsea Lug Boot (Men)

$79.98Current Price $79.98
$159.95Previous Price $159.95
5(4)
OriginalGrand Cityspectre Cap Toe Oxford (Men)

Cole Haan OriginalGrand Cityspectre Cap Toe Oxford (Men)

$114 – $123.50Current Price $114 to $123.50
$190Previous Price $190
New Markdown
4.5(24)
Upton Cap Toe Derby (Men)

Johnston & Murphy Upton Cap Toe Derby (Men)

$119.99 – $139.99Current Price $119.99 to $139.99
$139.99 – $169Previous Price $139.99 to $169
4.8(34)
Gold Cup Prescott Authentic Original Boat Shoe (Men)

Sperry Gold Cup Prescott Authentic Original Boat Shoe (Men)

Add to bag or wish list to see price
New Markdown
5(1)
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)
American Classics Hampton Loafer (Men)

Cole Haan American Classics Hampton Loafer (Men)

$70 – $148Current Price $70 to $148
$140 – $148Previous Price $140 to $148
5(10)
Gender Inclusive 9060 Sneaker

New Balance Gender Inclusive 9060 Sneaker

$90 – $159.99Current Price $90 to $159.99
$149.99 – $159.99Previous Price $149.99 to $159.99
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4.7(5272)
2.ZeroGrand Laser Wing Derby (Men)

Cole Haan 2.ZeroGrand Laser Wing Derby (Men)

$80 – $109.99Current Price $80 to $109.99
$160 – $168Previous Price $160 to $168
4.6(894)
Soft 60 Sneaker (Men)

ECCO Soft 60 Sneaker (Men)

$119.96 – $119.98Current Price $119.96 to $119.98
$199.95Previous Price $199.95
4.7(10)
Gender Inclusive 740 Sneaker

New Balance Gender Inclusive 740 Sneaker

$74.74 – $75Current Price $74.74 to $75
$114.99Previous Price $114.99
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4.4(722)
Gold Cup Authentic Original 2-Eye Boat Shoe (Men) (Nordstrom Exclusive)

Sperry Gold Cup Authentic Original 2-Eye Boat Shoe (Men) (Nordstrom Exclusive)

$87.50Current Price $87.50
$175Previous Price $175
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1(1)
GrandPrø All Day Court Sneaker (Men)

Cole Haan GrandPrø All Day Court Sneaker (Men)

$84 – $84.99Current Price $84 to $84.99
$168Previous Price $168
4.5(34)
Only a few left
Featherlight Flight Sneaker (Men)

Samuel Hubbard Featherlight Flight Sneaker (Men)

$135Current Price $135
$195Previous Price $195
5(1)
Olema Featherlight Sport Sneaker (Men)

Samuel Hubbard Olema Featherlight Sport Sneaker (Men)

$120Current Price $120
$195Previous Price $195
3.7(3)
Gender Inclusive 1906R Running Shoe

New Balance Gender Inclusive 1906R Running Shoe

$61.99 – $99.99Current Price $61.99 to $99.99
$154.99Previous Price $154.99
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Billfish™ 3-Eye Boat Shoe (Men)

Sperry Billfish™ 3-Eye Boat Shoe (Men)

Add to bag or wish list to see price4.8(6)
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)
Fairlead CVO Sneaker (Men)

Sperry Fairlead CVO Sneaker (Men)

$45Current Price $45
$75Previous Price $75
New Markdown
Only a few left
Founder Oxford (Men)

Samuel Hubbard Founder Oxford (Men)

$195 – $295Current Price $195 to $295
$295Previous Price $295
4.3(27)
Gender Neutral 471 Sneaker
New

New Balance Gender Neutral 471 Sneaker

$54.99 – $109.99Current Price $54.99 to $109.99
$109.99Previous Price $109.99
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Halyard CVO Sneaker (Men)

Sperry Halyard CVO Sneaker (Men)

$45.50 – $70Current Price $45.50 to $70
$70Previous Price $70
New Markdown
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Chase Perforated Sneaker (Men)

Johnston & Murphy Chase Perforated Sneaker (Men)

$99.99 – $145Current Price $99.99 to $145
$139 – $145Previous Price $139 to $145
5(3)
Herwin Sneaker (Men)

Mephisto Herwin Sneaker (Men)

$191.95Current Price $191.95
$349Previous Price $349
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Drift Trail Sneaker (Men)
New

Camper Drift Trail Sneaker (Men)

$168 – $200Current Price $168 to $200
$200 – $205Previous Price $200 to $205
5(1)
Anson Lace To Toe Sneaker (Men)

Johnston & Murphy Anson Lace To Toe Sneaker (Men)

$199Current Price $199
$228Previous Price $228
Upton 175th Plain Toe Derby (Men)

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

$159Current Price $159
$175Previous Price $175
3.7(3)
Anson Stretch Water Resistant Sneaker (Men)

Johnston & Murphy Anson Stretch Water Resistant Sneaker (Men)

$149.99Current Price $149.99
$195Previous Price $195
4.3(9)
Italian Collection Saluzzo Chukka Boot (Men)

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$137.96Current Price $137.96
$229.95Previous Price $229.95
New Markdown
5(2)
Kinnon Perforated Leather Jogger Sneaker (Men)

Johnston & Murphy Kinnon Perforated Leather Jogger Sneaker (Men)

$129Current Price $129
$149Previous Price $149
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Moab Speed 2 Waterproof Hiking Shoe (Men)
New

Merrell Moab Speed 2 Waterproof Hiking Shoe (Men)

$110.50 – $170Current Price $110.50 to $170
$170Previous Price $170
3.7(35)
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