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Men's Sale Comfort Shoes

  • All Shoes
  • Boots
  • Comfort
  • Dress Shoes
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  • Oxfords & Derbys
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242 items
Upton Wingtip Derby (Men)

Johnston & Murphy Upton Wingtip Derby (Men)

$99.99Current Price $99.99
$159 – $179Previous Price $159 to $179
4.6(54)
Elliott Cap Toe Lace-Up Derby (Men)
Nordstrom For Good

Nordstrom Elliott Cap Toe Lace-Up Derby (Men)

$66.96 – $99.95Current Price $66.96 to $99.95
$99.95Previous Price $99.95
Savings Event
3.9(45)
Grand Series Jensen Leather Low Top Sneaker (Men)

Cole Haan Grand Series Jensen Leather Low Top Sneaker (Men)

$107.20Current Price $107.20
$160Previous Price $160
Savings Event
5(2)
Only a few left
Mt. Maddsen Waterproof Hiking Boot (Men)

Timberland Mt. Maddsen Waterproof Hiking Boot (Men)

$100 – $130Current Price $100 to $130
$125 – $130Previous Price $125 to $130
4.6(590)
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
New Markdown
4.8(55)
Anson Lace To Toe Sneaker (Men)

Johnston & Murphy Anson Lace To Toe Sneaker (Men)

$199Current Price $199
$228Previous Price $228
Beck Slip-On Sneaker (Men)

Børn Beck Slip-On Sneaker (Men)

$75Current Price $75
$125Previous Price $125
4.5(4)
Only a few left
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)
Torres Chukka Boot (Men)

Gentle Souls Torres Chukka Boot (Men)

$175Current Price $175
$250Previous Price $250
New Markdown
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)
Soft 60 Sneaker (Men)

ECCO Soft 60 Sneaker (Men)

$119.96Current Price $119.96
$199.95Previous Price $199.95
4.7(11)
Judson Grand Plain Toe Derby (Men)

Cole Haan Judson Grand Plain Toe Derby (Men)

$136.50 – $140.70Current Price $136.50 to $140.70
$210Previous Price $210
Savings Event
3.3(16)
'Logan 21' Slide Sandal (Men)

Josef Seibel 'Logan 21' Slide Sandal (Men)

$93.75Current Price $93.75
$125Previous Price $125
New Markdown
4.6(32)
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)
GrandPro Luxe Mile Sneaker (Men)

Cole Haan GrandPro Luxe Mile Sneaker (Men)

$112.56Current Price $112.56
$168Previous Price $168
Savings Event
3.8(6)
Batiste Derby (Men)

Mephisto Batiste Derby (Men)

Add to bag or wish list to see price
New Markdown
1(1)
Brower Boat Shoe (Men)

Cole Haan Brower Boat Shoe (Men)

$88.20Current Price $88.20
$168Previous Price $168
4.8(5)
'McGuffey' Slip-On (Men)

Johnston & Murphy 'McGuffey' Slip-On (Men)

$99.90Current Price $99.90
$129Previous Price $129
4.5(408)
Banks Slip-On Sneaker (Men)

Børn Banks Slip-On Sneaker (Men)

$75Current Price $75
$125Previous Price $125
Only a few left
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)
GrandPro Luxe Slip-On Sneaker (Men)

Cole Haan GrandPro Luxe Slip-On Sneaker (Men)

$113.90Current Price $113.90
$170Previous Price $170
Savings Event
3(2)
Pinch Weekend Penny Loafer (Men)

Cole Haan Pinch Weekend Penny Loafer (Men)

$90.45Current Price $90.45
$135Previous Price $135
Savings Event
4.2(5)
ØriginalGrand Cityspectre Cap Toe Oxford (Men)
New

Cole Haan ØriginalGrand Cityspectre Cap Toe Oxford (Men)

$127.30Current Price $127.30
$190Previous Price $190
Savings Event
3.7(15)
Judson Grand Wingtip Derby (Men)

Cole Haan Judson Grand Wingtip Derby (Men)

$99.99Current Price $99.99
$225Previous Price $225
New Markdown
3.7(3)
Authentic Original Boat Shoe (Men)

Sperry Authentic Original Boat Shoe (Men)

$67 – $110Current Price $67 to $110
$100 – $110Previous Price $100 to $110
Savings Event
4.5(28)
Upton 175th Plain Toe Derby (Men)

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

$159Current Price $159
$175Previous Price $175
5(1)
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)
Wilbur Water Resistant Slip-On Shoe (Men)

Ron White Wilbur Water Resistant Slip-On Shoe (Men)

$199.99 – $269.99Current Price $199.99 to $269.99
$445Previous Price $445
New Markdown
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)
ØriginalGrand Quadstar Running Shoe (Men)
New

Cole Haan ØriginalGrand Quadstar Running Shoe (Men)

$127.30Current Price $127.30
$190Previous Price $190
Savings Event
4.5(35)
Baldwin Lug Sole Bit Loafer (Men)

Johnston & Murphy Baldwin Lug Sole Bit Loafer (Men)

$199 – $218Current Price $199 to $218
$218Previous Price $218
5(2)
Full Grain Leather Shoes for Men Business Casual Sneakers

Velez Full Grain Leather Shoes for Men Business Casual Sneakers

$96Current Price $96
$120Previous Price $120
3(2)
Monaco Boat Shoe (Men)

Johnston & Murphy Monaco Boat Shoe (Men)

$149 – $155Current Price $149 to $155
$155Previous Price $155
5(3)
ReEmber Terrain Quilted Mule (Men)
Nordstrom For Good

Teva ReEmber Terrain Quilted Mule (Men)

$70 – $100Current Price $70 to $100
$100Previous Price $100
New Markdown
4.2(10)
GrandPro Topspin Waterproof Golf Shoe (Men)

Cole Haan GrandPro Topspin Waterproof Golf Shoe (Men)

$120.60Current Price $120.60
$180Previous Price $180
Savings Event
4(35)
Only a few left
Original Cityspectre Wingtip Oxford (Men)

Cole Haan Original Cityspectre Wingtip Oxford (Men)

$127.30Current Price $127.30
$190Previous Price $190
Savings Event
Upton 175th Plain Toe Derby (Men)

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

$159Current Price $159
$175Previous Price $175
4.7(3)
2.ZeroGrand Laser Wing Derby (Men)

Cole Haan 2.ZeroGrand Laser Wing Derby (Men)

$206.36Current Price $206.36
$308Previous Price $308
Savings Event
4.6(895)
ØriginalGrand Cityspectre Wingtip Wholecut Shoe (Men)

Cole Haan ØriginalGrand Cityspectre Wingtip Wholecut Shoe (Men)

$127.30Current Price $127.30
$190Previous Price $190
Savings Event
4.4(7)
Vincent Water Resistant Sneaker (Men)

Ron White Vincent Water Resistant Sneaker (Men)

$249.99 – $299.99Current Price $249.99 to $299.99
$495Previous Price $495
New Markdown
Moab 3 Mid Waterproof Hiking Shoe (Men)

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

$110.50 – $175Current Price $110.50 to $175
$169.99 – $175Previous Price $169.99 to $175
New Markdown
4.4(512)
Erik Lace-Up Boot (Men)

Børn Erik Lace-Up Boot (Men)

$96Current Price $96
$160Previous Price $160
Only a few left
GrandPro LP SkyWeave Sneaker (Men)
New

Cole Haan GrandPro LP SkyWeave Sneaker (Men)

$147.40Current Price $147.40
$220Previous Price $220
Savings Event
Only a few left
Beetle Sneaker (Men)

Camper Beetle Sneaker (Men)

$176Current Price $176
$225Previous Price $225
4.8(4)
St.1 Hybrid Penny Loafer (Men)

ECCO St.1 Hybrid Penny Loafer (Men)

$124.98Current Price $124.98
$249.95Previous Price $249.95
4.5(2)
Only a few left
GrandPro Featherarc Sneaker (Men)

Cole Haan GrandPro Featherarc Sneaker (Men)

$93.80Current Price $93.80
$140Previous Price $140
Savings Event
Only a few left
Peu Terreno Sneaker (Men)

Camper Peu Terreno Sneaker (Men)

$136.50Current Price $136.50
$175Previous Price $175
3.7(6)
Don Loafer (Men)

Camper Don Loafer (Men)

$184Current Price $184
$230Previous Price $230
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Camper Peu Cami High Top Sneaker (Men)

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Clifton 10 Running Shoe - Wide Width Available (Men)
Nordstrom For Good

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$124 – $155Current Price $124 to $155
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Cole Haan GrandPro Waterproof All Day Golf Shoe (Men)

$117.25Current Price $117.25
$175Previous Price $175
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Amherst 2.0 U-Throat Leather Sneaker (Men)

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$99.99Current Price $99.99
$139Previous Price $139
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$199Current Price $199
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Davies Grand Penny Driving Loafer (Men)

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$160Previous Price $160
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Donohue Grand Bit Driving Shoe (Men)

Cole Haan Donohue Grand Bit Driving Shoe (Men)

$107.20Current Price $107.20
$160Previous Price $160
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Wilfred Water Resistant Sneaker (Men)

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$249.99Current Price $249.99
$495Previous Price $495
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GrandPro Crossover Waterproof Spikeless Golf Shoe (Men)

Cole Haan GrandPro Crossover Waterproof Spikeless Golf Shoe (Men)

$120.60Current Price $120.60
$180Previous Price $180
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Beetle Sneaker (Men)

Camper Beetle Sneaker (Men)

$157.50Current Price $157.50
$220Previous Price $220
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Grand Laser Bit Driver (Men)

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$99.83Current Price $99.83
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Jenson Plain Toe Derby (Men)

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5.Zerogrand Embrostitch Running Shoe (Men)

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$140.70Current Price $140.70
$210Previous Price $210
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Jenson Plain Toe Derby (Men)

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$179Current Price $179
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$113.90Current Price $113.90
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Grand Woodbury Waterproof Boot (Men)

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$250Previous Price $250
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$130Previous Price $130
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$152Current Price $152
$185Previous Price $185
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