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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1194 items
Steadwell Bit Loafer (Men)
Clarks®

Steadwell Bit Loafer (Men)

$79.97Current Price $79.97
(23% off)23% off.
$105.00Comparable value $105.00
Metropole London Apron Toe Shoe (Men)
New!
ECCO

Metropole London Apron Toe Shoe (Men)

$134.97Current Price $134.97
(30% off)30% off.
$195.00Comparable value $195.00
2002R Sneaker (Men)
New!
New Balance

2002R Sneaker (Men)

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
(17)
Excavate Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available (Men)

$59.97 – $64.97Current Price $59.97 to $64.97
(Up to 36% off)Up to 36% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(4)
Scuff Romeo II Slipper (Men)
Black Friday Deal
UGG®

Scuff Romeo II Slipper (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(16)
Dylan Chelsea Boot (Men)
Dockers®

Dylan Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Ruvo Moc Toe Dress Shoe (Men)
Florsheim

Ruvo Moc Toe Dress Shoe (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(15)
City Walk EZ Slip-On Sneaker (Men)
NUNN BUSH

City Walk EZ Slip-On Sneaker (Men)

$31.47 – $49.97Current Price $31.47 to $49.97
(Up to 62% off select items)Up to 62% off select items.
$85.00Comparable value $85.00
Grand Crosscourt II Sneaker - Wide Width Available (Men)
Cole Haan

Grand Crosscourt II Sneaker - Wide Width Available (Men)

$99.97Current Price $99.97
(Up to 44% off)Up to 44% off.
$170.00 – $180.00Comparable value $170.00 to $180.00
(394)
™ Baya Faux Fur Lined Clog (Women)
Black Friday Deal
CROCS

™ Baya Faux Fur Lined Clog (Women)

$34.99 – $39.97Current Price $34.99 to $39.97
(Up to 41% off select items)Up to 41% off select items.
$59.99Comparable value $59.99
(3266)
Recon Lace Boot (Men)
Ariat

Recon Lace Boot (Men)

$139.97Current Price $139.97
(12% off)12% off.
$159.95Comparable value $159.95
(101)
Gender Inclusive Baya II Slide Sandal
Black Friday Deal
CROCS

Gender Inclusive Baya II Slide Sandal

Add to Bag or Wish List to see price(133)
Arizona Slide Sandal (Men)
Birkenstock

Arizona Slide Sandal (Men)

$117.95Current Price $117.95
(273)
Keelan Plain Toe Derby (Men)
Rockport

Keelan Plain Toe Derby (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
Cason Waterproof Wool Boot (Men)
Black Friday Deal
UGG®

Cason Waterproof Wool Boot (Men)

$119.97Current Price $119.97
(47% off)47% off.
$230.00Comparable value $230.00
(4)
Gender Inclusive FuelCell Propel v5 Running Shoe
New!
New Balance

Gender Inclusive FuelCell Propel v5 Running Shoe

$49.97Current Price $49.97
(58% off)58% off.
$119.99Comparable value $119.99
(80)
Only a few left
Street Ace Sneaker (Men)
New!
ECCO

Street Ace Sneaker (Men)

$169.97Current Price $169.97
(32% off)32% off.
$250.00Comparable value $250.00
(1)
Plain Toe Sneaker (Men)
New!
Cole Haan

Plain Toe Sneaker (Men)

$109.97Current Price $109.97
(47% off)47% off.
$210.00Comparable value $210.00
Uneek Platform Sandal (Women)
KEEN

Uneek Platform Sandal (Women)

$59.96 – $79.97Current Price $59.96 to $79.97
(Up to 62% off select items)Up to 62% off select items.
$160.00Comparable value $160.00
(1)
Classic Minimod Waterproof Wool Boot (Men)
UGG®

Classic Minimod Waterproof Wool Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(5)
Jenson Chelsea Boot (Men)
New!
Johnston & Murphy

Jenson Chelsea Boot (Men)

$209.97Current Price $209.97
(35% off)35% off.
$328.00Comparable value $328.00
(2)
Neumel Trailgazer Waterproof Boot (Men)
Black Friday Deal
UGG®

Neumel Trailgazer Waterproof Boot (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
(1)
Bryce Bit Driving Shoe (Men)
Nordstrom

Bryce Bit Driving Shoe (Men)

$59.97Current Price $59.97
(33% off)33% off.
$89.95Comparable value $89.95
(62)
Edmundo Water Repellent Combat Boot (Men)
Aquatalia

Edmundo Water Repellent Combat Boot (Men)

$259.97Current Price $259.97
(58% off)58% off.
$625.00Comparable value $625.00
(2)
Lisbon Derby (Men)
Deer Stags

Lisbon Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
CapTrail High Waterproof Sneaker (Men)
UGG®

CapTrail High Waterproof Sneaker (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
(5)
Rio Bravo Closed Toe Fisherman Sandal - Wide Width Available (Men)
NUNN BUSH

Rio Bravo Closed Toe Fisherman Sandal - Wide Width Available (Men)

$17.98 – $44.97Current Price $17.98 to $44.97
(Up to 76% off select items)Up to 76% off select items.
$75.00Comparable value $75.00
(35)
Tasman Cali Wave Slipper (Men)
New!
UGG®

Tasman Cali Wave Slipper (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(1)
Gender Inclusive 480 Basketball Sneaker
New!
New Balance

Gender Inclusive 480 Basketball Sneaker

$49.97 – $59.97Current Price $49.97 to $59.97
(Up to 44% off)Up to 44% off.
$89.99 – $100.00Comparable value $89.99 to $100.00
(10)
Kore EZ Hero Plain Toe Derby (Men)
NUNN BUSH

Kore EZ Hero Plain Toe Derby (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
(1)
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 41% off)Up to 41% off.
$85.00Comparable value $85.00
(11)
Yarmouth Topstitched Moc Toe Loafer
Eastland

Yarmouth Topstitched Moc Toe Loafer

$99.97Current Price $99.97
(9% off)9% off.
$110.00Comparable value $110.00
(1)
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(108)
Fresh Foam X Kaiha Road Running Shoe (Men)
New!
New Balance

Fresh Foam X Kaiha Road Running Shoe (Men)

$69.97 – $83.97Current Price $69.97 to $83.97
(Up to 30% off)Up to 30% off.
$99.99 – $104.99Comparable value $99.99 to $104.99
(257)
Grand Crosscourt II Sneaker (Men)
Cole Haan

Grand Crosscourt II Sneaker (Men)

$59.97Current Price $59.97
(62% off)62% off.
$160.00Comparable value $160.00
Hydro Moc Waterproof Slip-On (Women)
Merrell

Hydro Moc Waterproof Slip-On (Women)

$41.97Current Price $41.97
(35% off)35% off.
$65.00Comparable value $65.00
(545)
ØriginalGrand Quadstreak Running Shoe (Men)
Cole Haan

ØriginalGrand Quadstreak Running Shoe (Men)

$109.97Current Price $109.97
(35% off)35% off.
$170.00Comparable value $170.00
(1)
Carlson Bit Loafer (Men)
Nordstrom

Carlson Bit Loafer (Men)

$39.98 – $59.97Current Price $39.98 to $59.97
(Up to 55% off select items)Up to 55% off select items.
$89.95Comparable value $89.95
(20)
Dakoda Chelsea Boot (Men)
NUNN BUSH

Dakoda Chelsea Boot (Men)

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 52% off)Up to 52% off.
$95.00Comparable value $95.00
(24)
Tynnar Sneaker (Men)
Rockport

Tynnar Sneaker (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(3)
Only a few left
Nantucket Cross Strap Sandal (Men)
New Markdown
Cole Haan

Nantucket Cross Strap Sandal (Men)

$55.96 – $79.97Current Price $55.96 to $79.97
(Up to 56% off select items)Up to 56% off select items.
$130.00Comparable value $130.00
(13)
Bedford Wingtip Oxford (Men)
Cole Haan

Bedford Wingtip Oxford (Men)

$99.97Current Price $99.97
(Up to 67% off)Up to 67% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(22)
Newpage Sandal
Dockers®

Newpage Sandal

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(64)
Grand Crosscourt Daily Court Sneaker (Men)
Cole Haan

Grand Crosscourt Daily Court Sneaker (Men)

$99.97Current Price $99.97
(33% off)33% off.
$150.00Comparable value $150.00
Gender Inclusive WRPD Runner Sneaker
New Balance

Gender Inclusive WRPD Runner Sneaker

$94.97Current Price $94.97
(36% off)36% off.
$150.00Comparable value $150.00
(13)
Barrett Water Resistant Boot (Men)
Johnston & Murphy

Barrett Water Resistant Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(59)
Barrett Alpine Boot (Men)
Johnston & Murphy

Barrett Alpine Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(10)
Stewie Slipper (Men)
Pajar

Stewie Slipper (Men)

$24.97Current Price $24.97
(58% off)58% off.
$60.00Comparable value $60.00
Summits Slip-On Sneaker (Men)
SKECHERS

Summits Slip-On Sneaker (Men)

$49.97Current Price $49.97
(23% off)23% off.
$65.00Comparable value $65.00
(278)
Avenue Duck Boot (Men)
Black Friday Deal
Sperry

Avenue Duck Boot (Men)

$39.99Current Price $39.99
(66% off)66% off.
$120.00Comparable value $120.00
(12)
Bedford Plain Toe Derby (Men)
Cole Haan

Bedford Plain Toe Derby (Men)

$59.97 – $99.97Current Price $59.97 to $99.97
(Up to 79% off)Up to 79% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(33)
Jarvis Plain Toe Oxford (Men)
NUNN BUSH

Jarvis Plain Toe Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Gender Inclusive 997R Sneaker
New Balance

Gender Inclusive 997R Sneaker

$54.97 – $79.97Current Price $54.97 to $79.97
(Up to 45% off)Up to 45% off.
$99.99Comparable value $99.99
(18)
Neumel Waterproof Hybrid Boot (Men)
UGG®

Neumel Waterproof Hybrid Boot (Men)

$119.97Current Price $119.97
(36% off)36% off.
$190.00Comparable value $190.00
(5)
Lugano Slide Sandal (Men)
Birkenstock

Lugano Slide Sandal (Men)

$59.98Current Price $59.98
(58% off)58% off.
$145.00Comparable value $145.00
(2)
Only a few left
Emmett Waterproof Snow Boot (Men)
Black Friday Deal
UGG®

Emmett Waterproof Snow Boot (Men)

$64.99Current Price $64.99
(56% off)56% off.
$150.00Comparable value $150.00
(83)
Float Lace-Up SeaCycled™ Duck Boot (Men)
Sperry

Float Lace-Up SeaCycled™ Duck Boot (Men)

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
Grand Crosscourt Premier Sneaker - Wide Width Available (Men)
Cole Haan

Grand Crosscourt Premier Sneaker - Wide Width Available (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
(75)
Grand Woodbury Waterproof Boot (Men)
Cole Haan

Grand Woodbury Waterproof Boot (Men)

$144.97Current Price $144.97
(42% off)42% off.
$250.00Comparable value $250.00
(2)
Gitano Genuine Shearling Lined Water Repellent Boot (Men)
Aquatalia

Gitano Genuine Shearling Lined Water Repellent Boot (Men)

$259.97Current Price $259.97
(58% off)58% off.
$625.00Comparable value $625.00
Telford Lace-Up Boot (Men)
Dockers®

Telford Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Whiddon Cap Toe Oxford - Wide Width Available (Men)
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(26)
Float Waterproof Rain Boot (Men)
Sperry

Float Waterproof Rain Boot (Men)

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
(7)
Azzano Plain Toe Chukka Boot (Men)
Florsheim

Azzano Plain Toe Chukka Boot (Men)

$109.97Current Price $109.97
(24% off)24% off.
$145.00Comparable value $145.00
Sport Yeah Water Resistant Slingback Sandal (Men)
New Markdown
UGG®

Sport Yeah Water Resistant Slingback Sandal (Men)

$17.98 – $29.97Current Price $17.98 to $29.97
(Up to 70% off select items)Up to 70% off select items.
$60.00 – $65.00Comparable value $60.00 to $65.00
(11)
Futurity Finalist Genuine Caiman Leather Boot (Men)
Ariat

Futurity Finalist Genuine Caiman Leather Boot (Men)

$299.97Current Price $299.97
(53% off)53% off.
$639.95Comparable value $639.95
(64)
Only a few left
Rebar Wedge 6-Inch Waterproof Work Boot (Men)
Ariat

Rebar Wedge 6-Inch Waterproof Work Boot (Men)

$69.97Current Price $69.97
(56% off)56% off.
$159.95Comparable value $159.95
(30)
GrandPro Breakaway Leather Sneaker (Men)
Cole Haan

GrandPro Breakaway Leather Sneaker (Men)

$39.98 – $99.97Current Price $39.98 to $99.97
(Up to 69% off select items)Up to 69% off select items.
$130.00Comparable value $130.00
(22)
Roz High-Top Sneaker (Women)
Camper

Roz High-Top Sneaker (Women)

$159.97Current Price $159.97
(47% off)47% off.
$305.00Comparable value $305.00
DOCKERS Garfield Cap Toe Dress Derby (Men)
Dockers®

DOCKERS Garfield Cap Toe Dress Derby (Men)

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
(27)
Rockaway Waterproof Boot (Men)
Timberland

Rockaway Waterproof Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Shorewood Comfort Fisherman Sandal (Men)
Dockers®

Shorewood Comfort Fisherman Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(13)
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