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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1203 items
Grand Crosscourt Daily Sneaker (Men)
New!
Cole Haan

Grand Crosscourt Daily Sneaker (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(144)
Ryker Plain Toe Derby
New!
Børn

Ryker Plain Toe Derby

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Grand Crosscourt LTT Slip-On Sneaker (Men)
New!
Cole Haan

Grand Crosscourt LTT Slip-On Sneaker (Men)

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
(5)
Grand Crosscourt 20.4.7 Sneaker (Men)
New!
Cole Haan

Grand Crosscourt 20.4.7 Sneaker (Men)

$109.97Current Price $109.97
(37% off)37% off.
$175.00Comparable value $175.00
Aden Sneaker (Men)
New!
Børn

Aden Sneaker (Men)

$63.72 – $84.97Current Price $63.72 to $84.97
(Up to 49% off select items)Up to 49% off select items.
$125.00Comparable value $125.00
(29)
Jenson Low Top Sneaker (Men)
New!
Dockers®

Jenson Low Top Sneaker (Men)

$34.97Current Price $34.97
(41% off)41% off.
$60.00Comparable value $60.00
Grand Crosscourt Traveler Sneaker (Men)
Cole Haan

Grand Crosscourt Traveler Sneaker (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
(186)
Jace Sneaker (Men)
Nordstrom

Jace Sneaker (Men)

$34.98 – $59.97Current Price $34.98 to $59.97
(Up to 61% off select items)Up to 61% off select items.
$89.95Comparable value $89.95
(63)
Queenstown Plain Toe Derby (Men)
New!
ECCO

Queenstown Plain Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
New Jersey Bike Toe Oxford (Men)
ECCO

New Jersey Bike Toe Oxford (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(12)
Watkins Oxford (Men)
Dockers®

Watkins Oxford (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Byway Marine Slip-On Sneaker (Men)
ECCO

Byway Marine Slip-On Sneaker (Men)

$99.97Current Price $99.97
(33% off)33% off.
$150.00Comparable value $150.00
TG02 Low Top Sneaker (Men)
Blackstone

TG02 Low Top Sneaker (Men)

$59.97Current Price $59.97
(72% off)72% off.
$218.00Comparable value $218.00
(1)
Hyde II Moc Toe Loafer - Wide Width Available (Men)
NUNN BUSH

Hyde II Moc Toe Loafer - Wide Width Available (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(32)
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)
Aden Slip-On Sneaker (Men)
Børn

Aden Slip-On Sneaker (Men)

$84.97Current Price $84.97
(32% off)32% off.
$125.00Comparable value $125.00
(1)
Morse Grand Plain Toe Derby (Men)
Cole Haan

Morse Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Mateo Low Top Sneaker (Men)
Florsheim

Mateo Low Top Sneaker (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Classic Low Top Sneaker (Men)
ECCO

Classic Low Top Sneaker (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(19)
Stripe Sneaker (Men)
Blackstone

Stripe Sneaker (Men)

$59.97Current Price $59.97
(71% off)71% off.
$210.00Comparable value $210.00
Low Profile Lace Up Sneaker (Men)
New!
Dockers®

Low Profile Lace Up Sneaker (Men)

$29.99Current Price $29.99
(45% off)45% off.
$55.00Comparable value $55.00
Beck Tie Low Top Sneaker (Men)
New!
Børn

Beck Tie Low Top Sneaker (Men)

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 56% off)Up to 56% off.
$125.00Comparable value $125.00
(1)
Steadwell Cap Toe Derby (Men)
Clarks®

Steadwell Cap Toe Derby (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 36% off)Up to 36% off.
$95.00 – $105.00Comparable value $95.00 to $105.00
Eastridge Plain Toe Derby (Men)
Clarks®

Eastridge Plain Toe Derby (Men)

$74.97Current Price $74.97
(31% off)31% off.
$110.00Comparable value $110.00
Zermatt 365 Clog (Men)
New!
Birkenstock

Zermatt 365 Clog (Men)

$145.00 – $148.95Current Price $145.00 to $148.95
(Up to 2% off select items)Up to 2% off select items.
$148.95Comparable value $148.95
(9)
Slip-On Sneaker (Men)
ECCO

Slip-On Sneaker (Men)

$53.98 – $89.97Current Price $53.98 to $89.97
(Up to 55% off select items)Up to 55% off select items.
$120.00Comparable value $120.00
(3)
Go Walk Flex Sneaker (Men)
SKECHERS

Go Walk Flex Sneaker (Men)

$49.97Current Price $49.97
(28% off)28% off.
$70.00Comparable value $70.00
(29)
Gender Inclusive T500 Tennis Sneaker
New Balance

Gender Inclusive T500 Tennis Sneaker

$69.97Current Price $69.97
(Up to 41% off)Up to 41% off.
$109.99 – $120.00Comparable value $109.99 to $120.00
(98)
Grand Hurrion Cup LTT Low Top Sneaker (Men)
Cole Haan

Grand Hurrion Cup LTT Low Top Sneaker (Men)

$119.97Current Price $119.97
(42% off)42% off.
$210.00Comparable value $210.00
(1)
BB80 Basketball Sneaker (Men)
New!
New Balance

BB80 Basketball Sneaker (Men)

$29.97 – $59.97Current Price $29.97 to $59.97
(Up to 60% off)Up to 60% off.
$74.99 – $80.00Comparable value $74.99 to $80.00
(80)
Maplewalk Rise Boot (Men)
New!
Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
T500 Tennis Sneaker (Men)
New!
New Balance

T500 Tennis Sneaker (Men)

$49.97 – $64.97Current Price $49.97 to $64.97
(Up to 54% off)Up to 54% off.
$109.99 – $120.00Comparable value $109.99 to $120.00
(88)
Newmark Grand Plain Toe Derby (Men)
New!
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
Cham Redux 1TRL Sneaker (Men)
Merrell

Cham Redux 1TRL Sneaker (Men)

$94.97Current Price $94.97
(48% off)48% off.
$185.00Comparable value $185.00
(3)
Colletie Sneaker (Men)
Rockport

Colletie Sneaker (Men)

$89.97 – $99.95Current Price $89.97 to $99.95
(Up to 28% off)Up to 28% off.
$125.00Comparable value $125.00
Brantin Plain Toe Derby (Men)
Clarks®

Brantin Plain Toe Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Fly London Ross Sneaker (Men)
Black Friday Deal
Softinos by Fly London

Fly London Ross Sneaker (Men)

$119.99 – $124.99Current Price $119.99 to $124.99
(Up to 53% off)Up to 53% off.
$235.00 – $260.00Comparable value $235.00 to $260.00
(4)
Carmelo Moc Toe Slip-On Shoe - Wide Width Available (Men)
NUNN BUSH

Carmelo Moc Toe Slip-On Shoe - Wide Width Available (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(1)
237 Sneaker (Men)
New!
New Balance

237 Sneaker (Men)

Add to Bag or Wish List to see price(45)
Hobbs Lace-Up Sneaker (Men)
New!
Dockers®

Hobbs Lace-Up Sneaker (Men)

$29.99Current Price $29.99
(45% off)45% off.
$55.00Comparable value $55.00
Banks Slip-On Sneaker (Men)
New!
Børn

Banks Slip-On Sneaker (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(1)
Grand Remix Derby (Men)
New!
Cole Haan

Grand Remix Derby (Men)

$64.98 – $109.97Current Price $64.98 to $109.97
(Up to 68% off select items)Up to 68% off select items.
$208.00Comparable value $208.00
(84)
Harrington II Slip Resistant Oxford - Wide Width Available (Men)
Dr. Scholl's

Harrington II Slip Resistant Oxford - Wide Width Available (Men)

$74.97Current Price $74.97
(28% off)28% off.
$105.00Comparable value $105.00
(138)
Chase Plain Toe Derby (Men)
NUNN BUSH

Chase Plain Toe Derby (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(5)
Tasman Waterproof Hybrid Slip-On (Men)
Black Friday Deal
UGG®

Tasman Waterproof Hybrid Slip-On (Men)

$79.97Current Price $79.97
(Up to 50% off)Up to 50% off.
$150.00 – $160.00Comparable value $150.00 to $160.00
(17)
Time Off Sneaker (Men)
Dr. Scholl's

Time Off Sneaker (Men)

Add to Bag or Wish List to see price(20)
Only a few left
Grand Shadowlite Plain Toe Derby (Men)
New!
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
GrandPro Luxe Slip-On Sneaker (Men)
Cole Haan

GrandPro Luxe Slip-On Sneaker (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
(1)
Pelotas Soller Sneaker (Men)
New!
Camper

Pelotas Soller Sneaker (Men)

$99.97Current Price $99.97
(35% off)35% off.
$155.00Comparable value $155.00
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
Grand Shadowlite Plain Toe Derby (Men)
New!
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Carmelo Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Plain Toe Derby - Wide Width Available (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 44% off)Up to 44% off.
$90.00Comparable value $90.00
(17)
Briggs Perforated Sneaker (Men)
Johnston & Murphy

Briggs Perforated Sneaker (Men)

$89.97Current Price $89.97
(68% off)68% off.
$285.00Comparable value $285.00
(8)
Moulton Athletic Sneaker - Wide Width Available (Men)
SKECHERS

Moulton Athletic Sneaker - Wide Width Available (Men)

$54.97Current Price $54.97
(15% off)15% off.
$65.00Comparable value $65.00
(121)
Grand Crosscourt Daily Plain Toe Sneaker (Men)
Cole Haan

Grand Crosscourt Daily Plain Toe Sneaker (Men)

$76.96 – $109.97Current Price $76.96 to $109.97
(Up to 63% off select items)Up to 63% off select items.
$210.00Comparable value $210.00
(2)
Junction Cap Toe Penny Loafer (Men)
New!
Camper

Junction Cap Toe Penny Loafer (Men)

$129.97Current Price $129.97
(36% off)36% off.
$205.00Comparable value $205.00
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Junction Runner Sneaker (Men)
New!
Camper

Junction Runner Sneaker (Men)

$119.97 – $134.97Current Price $119.97 to $134.97
(Up to 35% off)Up to 35% off.
$180.00 – $185.00Comparable value $180.00 to $185.00
(1)
Wallaston Chukka Boot (Men)
New!
Clarks®

Wallaston Chukka Boot (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
Alpine 83 Sneaker (Men)
New!
Merrell

Alpine 83 Sneaker (Men)

$54.97Current Price $54.97
(21% off)21% off.
$70.00Comparable value $70.00
(90)
Hyde II Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Hyde II Plain Toe Derby - Wide Width Available (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 47% off)Up to 47% off.
$85.00Comparable value $85.00
(43)
Pelotas Ariel Low Top Sneaker (Men)
New!
Camper

Pelotas Ariel Low Top Sneaker (Men)

$159.97Current Price $159.97
(36% off)36% off.
$250.00Comparable value $250.00
Grand Crosscourt Daily Laser Sneaker (Men)
New!
Cole Haan

Grand Crosscourt Daily Laser Sneaker (Men)

$99.97Current Price $99.97
(48% off)48% off.
$195.00Comparable value $195.00
(21)
Leisure Nomad Slide Slipper (Men)
Top Gift
UGG®

Leisure Nomad Slide Slipper (Men)

$79.97Current Price $79.97
(23% off)23% off.
$105.00Comparable value $105.00
(6)
Pelotas Mars Sneaker (Men)
Camper

Pelotas Mars Sneaker (Men)

$149.97Current Price $149.97
(41% off)41% off.
$255.00Comparable value $255.00
(1)
T500 Tennis Sneaker (Men)
New Balance

T500 Tennis Sneaker (Men)

$69.97Current Price $69.97
(36% off)36% off.
$109.99Comparable value $109.99
(88)
Nantucket Slip-On Sneaker (Men)
Cole Haan

Nantucket Slip-On Sneaker (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(30)
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)
Craftwell Moc Toe Derby (Men)
New!
Clarks®

Craftwell Moc Toe Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
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
Conrad II Sneaker (Men)
Børn

Conrad II Sneaker (Men)

$84.97Current Price $84.97
(32% off)32% off.
$125.00Comparable value $125.00
'Nordic' Slipper (Men)
Black Friday Deal
Deer Stags

'Nordic' Slipper (Men)

$29.99 – $34.97Current Price $29.99 to $34.97
(Up to 50% off select items)Up to 50% off select items.
$60.00Comparable value $60.00
(439)
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