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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1166 items
237 Sneaker (Men)
New!
New Balance

237 Sneaker (Men)

Add to Bag or Wish List to see price(52)
'Lauren II' Sneaker
Pajar

'Lauren II' Sneaker

$89.97Current Price $89.97
(Up to 59% off)Up to 59% off.
$180.00 – $220.00Comparable value $180.00 to $220.00
Only a few left
Amherst 2.0 Knit Plain Toe Sneaker - Wide Width Available (Men)
Johnston & Murphy

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

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 45% off)Up to 45% off.
$129.00Comparable value $129.00
(114)
440 Skate Sneaker (Men)
New!
New Balance

440 Skate Sneaker (Men)

$44.97Current Price $44.97
(47% off)47% off.
$84.99Comparable value $84.99
(49)
New Jersey Bike Toe Oxford (Men)
New!
ECCO

New Jersey Bike Toe Oxford (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
(12)
Vapor Foam Sneaker (Men)
SKECHERS

Vapor Foam Sneaker (Men)

$49.97Current Price $49.97
(28% off)28% off.
$70.00Comparable value $70.00
(21)
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
Deluxe Shoe Care Kit
Birkenstock

Deluxe Shoe Care Kit

$21.95Current Price $21.95
(32)
Eton Moc Toe Loafer (Men)
Dockers®

Eton Moc Toe Loafer (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(6)
Jed Apron Toe Derby (Men)
Eastland

Jed Apron Toe Derby (Men)

$69.97Current Price $69.97
(12% off)12% off.
$80.00Comparable value $80.00
(7)
Andreo Penny Loafer (Men)
Aquatalia

Andreo Penny Loafer (Men)

$219.97Current Price $219.97
(58% off)58% off.
$525.00Comparable value $525.00
Slipper Clog (Men)
Cole Haan

Slipper Clog (Men)

$29.97 – $39.97Current Price $29.97 to $39.97
(Up to 40% off select items)Up to 40% off select items.
$50.00Comparable value $50.00
Twins Mismatched Sneakers (Men)
Camper

Twins Mismatched Sneakers (Men)

$104.97Current Price $104.97
(36% off)36% off.
$165.00Comparable value $165.00
(1)
Only a few left
Ellsworth Cap Toe Oxford (Men)
Johnston & Murphy

Ellsworth Cap Toe Oxford (Men)

$79.97Current Price $79.97
(72% off)72% off.
$295.00Comparable value $295.00
(1)
Only a few left
Exceed Water Resistant Lace-Up Oxford (Men)
ECCO

Exceed Water Resistant Lace-Up Oxford (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 35% off)Up to 35% off.
$140.00Comparable value $140.00
Tasman Slipper (Men)
UGG®

Tasman Slipper (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(14)
Only a few left
Gender Inclusive 1906 Sneaker
New!
New Balance

Gender Inclusive 1906 Sneaker

$99.97Current Price $99.97
(41% off)41% off.
$169.99Comparable value $169.99
(84)
550 Basketball Sneaker (Men)
Clear The Rack
New Balance

550 Basketball Sneaker (Men)

Add to Bag or Wish List to see price(777)
Jackson Plain Toe Derby (Men)
Florsheim

Jackson Plain Toe Derby (Men)

$69.97Current Price $69.97
(39% off)39% off.
$115.00Comparable value $115.00
(21)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
(2)
Harmon Grand Bit Loafer (Men)
Cole Haan

Harmon Grand Bit Loafer (Men)

$119.97Current Price $119.97
(61% off)61% off.
$310.00Comparable value $310.00
Gender Inclusive 1906 Utility Sneaker
New!
New Balance

Gender Inclusive 1906 Utility Sneaker

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
(6)
Kore City Walk Lace-Up Sneaker - Wide Width Available (Men)
NUNN BUSH

Kore City Walk Lace-Up Sneaker - Wide Width Available (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(50)
Center Cap Toe Derby - Wide Width Available (Men)
Florsheim

Center Cap Toe Derby - Wide Width Available (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(51)
Benson Sneaker (Men)
Børn

Benson Sneaker (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(13)
Only a few left
Ethan 1955 Cap Toe Boot (Men)
Eastland

Ethan 1955 Cap Toe Boot (Men)

$99.99Current Price $99.99
(55% off)55% off.
$225.00Comparable value $225.00
Only a few left
Waren Sneaker (Men)
New!
Mephisto

Waren Sneaker (Men)

$143.97Current Price $143.97
(50% off)50% off.
$289.00Comparable value $289.00
Moab Speed 2 Waterproof Hiking Shoe (Men)
Merrell

Moab Speed 2 Waterproof Hiking Shoe (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 47% off)Up to 47% off.
$170.00Comparable value $170.00
(16)
Agility Peak 5 Trail Running Shoe (Men)
Merrell

Agility Peak 5 Trail Running Shoe (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(195)
Edgehill Flex Derby (Men)
Dockers®

Edgehill Flex Derby (Men)

$59.99Current Price $59.99
(Up to 29% off)Up to 29% off.
$75.00 – $85.00Comparable value $75.00 to $85.00
(4)
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$69.97 – $89.97Current Price $69.97 to $89.97
(Up to 30% off)Up to 30% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(1)
Cypress Suede Slipper (Men)
Staheekum

Cypress Suede Slipper (Men)

$34.97Current Price $34.97
(46% off)46% off.
$65.00Comparable value $65.00
(1)
Mariner 3-Eye Boat Shoe (Men)
New!
Børn

Mariner 3-Eye Boat Shoe (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
Forge Chelsea Boot (Men)
Florsheim

Forge Chelsea Boot (Men)

$109.97Current Price $109.97
(15% off)15% off.
$130.00Comparable value $130.00
(1)
Kore Pro Plain Toe Derby (Men)
NUNN BUSH

Kore Pro Plain Toe Derby (Men)

$84.97Current Price $84.97
(15% off)15% off.
$100.00Comparable value $100.00
(1)
Swift-Fit Slip-On Sneaker (Men)
SKECHERS

Swift-Fit Slip-On Sneaker (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
(38)
Greenwich Grand Venetian Loafer (Men)
Cole Haan

Greenwich Grand Venetian Loafer (Men)

$89.97Current Price $89.97
(39% off)39% off.
$148.00Comparable value $148.00
(2)
Roku Sneaker (Men)
Camper

Roku Sneaker (Men)

$129.97Current Price $129.97
(34% off)34% off.
$199.00Comparable value $199.00
Alpine 83 Sneaker (Men)
Merrell

Alpine 83 Sneaker (Men)

$54.97Current Price $54.97
(21% off)21% off.
$70.00Comparable value $70.00
(92)
Authentic Original Boat Shoe (Men)
Sperry

Authentic Original Boat Shoe (Men)

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(2)
Antonio Huarache Sandal (Men)
Deer Stags

Antonio Huarache Sandal (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
(3)
WKE Sneaker (Men)
New!
New Balance

WKE Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$139.99Comparable value $139.99
(76)
GrandPro FeatherArc Bike Toe Sneaker (Men)
Clear The Rack
Cole Haan

GrandPro FeatherArc Bike Toe Sneaker (Men)

$48.73 – $99.97Current Price $48.73 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$64.98Previous Price $64.98
$160.00Comparable value $160.00
(3)
Chamberlain Cap Toe Boot (Men)
Cole Haan

Chamberlain Cap Toe Boot (Men)

$129.97Current Price $129.97
(58% off)58% off.
$310.00Comparable value $310.00
(1)
Allagash Standard Derby Boot (Men)
Eastland

Allagash Standard Derby Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
Lancaster Cap Toe Derby (Men)
Johnston & Murphy

Lancaster Cap Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(4)
Dresslite Bike Toe Slip-On (Men)
Clarks®

Dresslite Bike Toe Slip-On (Men)

$74.97 – $79.97Current Price $74.97 to $79.97
(Up to 23% off)Up to 23% off.
$95.00 – $105.00Comparable value $95.00 to $105.00
Pelotas Ariel Low Top Sneaker (Men)
Camper

Pelotas Ariel Low Top Sneaker (Men)

$159.97Current Price $159.97
(36% off)36% off.
$250.00Comparable value $250.00
(1)
Chase Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Chukka Boot - Wide Width Available (Men)

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 52% off)Up to 52% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(13)
Bolivar Moc Toe Slip-On Sneaker (Men)
Johnston & Murphy

Bolivar Moc Toe Slip-On Sneaker (Men)

$174.97Current Price $174.97
(36% off)36% off.
$275.00Comparable value $275.00
(5)
Newmark Grand Plain Toe Derby (Men)
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
Queenstown Plain Toe Derby (Men)
ECCO

Queenstown Plain Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(1)
Gender Inclusive 1906L Loafer Sneaker
New!
New Balance

Gender Inclusive 1906L Loafer Sneaker

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 43% off)Up to 43% off.
$159.99Comparable value $159.99
(57)
Only a few left
Monza Moc Toe Penny Loafer (Men)
Clear The Rack
Florsheim

Monza Moc Toe Penny Loafer (Men)

$41.97 – $79.97Current Price $41.97 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$55.96Previous Price $55.96
$100.00 – $110.00Comparable value $100.00 to $110.00
(11)
Carlson Bit Loafer (Men)
Clear The Rack
Nordstrom

Carlson Bit Loafer (Men)

$29.98 – $59.97Current Price $29.98 to $59.97
(Extra 25% off select items)Includes extra 25% off select items.
$39.98Previous Price $39.98
$89.95Comparable value $89.95
(20)
Gender Inclusive 1906A Running Shoe
New Balance

Gender Inclusive 1906A Running Shoe

$94.97Current Price $94.97
(47% off)47% off.
$180.00Comparable value $180.00
(104)
Kore City Walk EZ Slip-On Sneaker (Men) (Wide Width Available)
NUNN BUSH

Kore City Walk EZ Slip-On Sneaker (Men) (Wide Width Available)

$44.97Current Price $44.97
(47% off)47% off.
$85.00Comparable value $85.00
(16)
Caden Mesh Loafer (Men)
Dockers®

Caden Mesh Loafer (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Craftwell Moc Derby (Men)
Clarks®

Craftwell Moc Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Winder II Slip Resistant Loafer - Wide Width Available (Men)
Dr. Scholl's

Winder II Slip Resistant Loafer - Wide Width Available (Men)

$74.97Current Price $74.97
(28% off)28% off.
$105.00Comparable value $105.00
(101)
Noah Penny Loafer (Men)
NUNN BUSH

Noah Penny Loafer (Men)

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
Montauk SUPRO Loafer (Men)
Deer Stags

Montauk SUPRO Loafer (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Karst Sneaker (Men)
Camper

Karst Sneaker (Men)

$114.97 – $119.97Current Price $114.97 to $119.97
(Up to 37% off)Up to 37% off.
$185.00 – $190.00Comparable value $185.00 to $190.00
(3)
Premium Waterproof Lace-Up Chukka Boot (Men)
New!
Timberland

Premium Waterproof Lace-Up Chukka Boot (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(41)
Slip-Ins® Go Walk® Arch Fit® Sneaker
SKECHERS

Slip-Ins® Go Walk® Arch Fit® Sneaker

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(15)
Twins Mismatched Sneaker (Men)
New!
Camper

Twins Mismatched Sneaker (Men)

$104.97 – $119.97Current Price $104.97 to $119.97
(Up to 35% off)Up to 35% off.
$160.00 – $185.00Comparable value $160.00 to $185.00
(2)
Darnell Boat Shoe (Men)
Dockers®

Darnell Boat Shoe (Men)

$79.99Current Price $79.99
(23% off)23% off.
$105.00Comparable value $105.00
(3)
GrandPro FeatherArc Bike Sneaker (Men)
Cole Haan

GrandPro FeatherArc Bike Sneaker (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Gender Inclusive 471 Sneaker
New!
New Balance

Gender Inclusive 471 Sneaker

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(79)
Moab 3 Vista Waterproof Mid Hiking Shoe (Men)
Merrell

Moab 3 Vista Waterproof Mid Hiking Shoe (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
(42)
Cambridge II Work Sneaker - Wide Width Available (Men)
Dr. Scholl's

Cambridge II Work Sneaker - Wide Width Available (Men)

$69.97Current Price $69.97
(69)
Peu Roda Sneaker (Men)
Camper

Peu Roda Sneaker (Men)

$99.97Current Price $99.97
(35% off)35% off.
$155.00Comparable value $155.00
Only a few left
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