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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1172 items
Grand Crosscourt Daily Sneaker (Men)
Cole Haan

Grand Crosscourt Daily Sneaker (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(155)
Aden Sneaker (Men)
Clear The Rack
Børn

Aden Sneaker (Men)

$35.04 – $84.97Current Price $35.04 to $84.97
(Extra 25% off select items)Includes extra 25% off select items.
$46.73Previous Price $46.73
$125.00Comparable value $125.00
(33)
Grand Remix Derby (Men)
New!
Cole Haan

Grand Remix Derby (Men)

$99.97 – $109.97Current Price $99.97 to $109.97
(Up to 51% off)Up to 51% off.
$208.00Comparable value $208.00
(91)
Newmark Grand Plain Toe Derby (Men)
Clear The Rack
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$54.37 – $119.97Current Price $54.37 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$72.50Previous Price $72.50
$308.00Comparable value $308.00
Jace Sneaker (Men)
Clear The Rack
Nordstrom

Jace Sneaker (Men)

$26.23 – $59.97Current Price $26.23 to $59.97
(Extra 25% off select items)Includes extra 25% off select items.
$34.98 – $44.96Previous Price $34.98 to $44.96
$89.95Comparable value $89.95
(64)
Grand Crosscourt Traveler Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Traveler Sneaker (Men)

$61.85 – $109.97Current Price $61.85 to $109.97
(Extra 25% off select items)Includes extra 25% off select items.
$82.47Previous Price $82.47
$200.00Comparable value $200.00
(191)
Classic Low Top Sneaker (Men)
ECCO

Classic Low Top Sneaker (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
(19)
Grand Crosscourt LTT Slip-On Sneaker (Men)
Cole Haan

Grand Crosscourt LTT Slip-On Sneaker (Men)

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
(9)
Grand Remix Derby Sneaker (Men)
Cole Haan

Grand Remix Derby Sneaker (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(43)
Chamberlin Grand Plain Toe Derby (Men)
Cole Haan

Chamberlin Grand Plain Toe Derby (Men)

$82.47 – $109.97Current Price $82.47 to $109.97
(Up to 64% off select items)Up to 64% off select items.
$230.00Comparable value $230.00
(3)
Conrad Sneaker (Men)
Clear The Rack
Børn

Conrad Sneaker (Men)

$41.42 – $84.97Current Price $41.42 to $84.97
(Extra 25% off select items)Includes extra 25% off select items.
$55.23 – $63.72Previous Price $55.23 to $63.72
$110.00Comparable value $110.00
(31)
515 Sneaker (Men)
New!
New Balance

515 Sneaker (Men)

Add to Bag or Wish List to see price(6)
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
(33)
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)
Kore City Walk Lace-Up Sneaker - Wide Width Available (Men)
NUNN BUSH

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

$32.48 – $49.97Current Price $32.48 to $49.97
(Up to 61% off select items)Up to 61% off select items.
$85.00Comparable value $85.00
(50)
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
(3)
T500 Tennis Sneaker (Men)
New!
New Balance

T500 Tennis Sneaker (Men)

$49.97 – $69.97Current Price $49.97 to $69.97
(Up to 54% off)Up to 54% off.
$109.99Comparable value $109.99
(98)
Grand Hurrion Stitchlite Wing Oxford (Men)
Clear The Rack
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (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
$200.00Comparable value $200.00
(60)
Grand Crosscourt Winner Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Winner Sneaker (Men)

$56.22 – $99.97Current Price $56.22 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$74.96Previous Price $74.96
$160.00Comparable value $160.00
(73)
Grand Crosscourt Daily Laser Sneaker (Men)
Top Deal
Cole Haan

Grand Crosscourt Daily Laser Sneaker (Men)

$99.97Current Price $99.97
(48% off)48% off.
$195.00Comparable value $195.00
(23)
272 Skate Sneaker (Men)
New!
New Balance

272 Skate Sneaker (Men)

$39.97Current Price $39.97
(50% off)50% off.
$79.99Comparable value $79.99
(10)
Grand Shadowlite Plain Toe Derby (Men)
Clear The Rack
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$54.37 – $119.97Current Price $54.37 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$72.50Previous Price $72.50
$200.00Comparable value $200.00
Grand Hybrid Sneaker (Men)
Cole Haan

Grand Hybrid Sneaker (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(10)
'Lenox Hill' Split Toe Derby (Men)
Cole Haan

'Lenox Hill' Split Toe Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(8)
Synergy Plain Toe Derby (Men)
Dr. Scholl's

Synergy Plain Toe Derby (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(9)
Highpoint Plain Toe Derby (Men)
Florsheim

Highpoint Plain Toe Derby (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(31)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(7)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(51)
Allegheny II Sneaker (Men)
New!
Børn

Allegheny II Sneaker (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(3)
Bedford Cap Toe Derby (Men)
Cole Haan

Bedford Cap Toe Derby (Men)

$99.97Current Price $99.97
(Up to 67% off)Up to 67% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(74)
Grand Crosscourt Sideserve Sneaker (Men)
Cole Haan

Grand Crosscourt Sideserve Sneaker (Men)

$79.97Current Price $79.97
(40% off)40% off.
$135.00Comparable value $135.00
(1)
Grand Crosscourt 20.4.7 Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt 20.4.7 Sneaker (Men)

$54.37 – $109.97Current Price $54.37 to $109.97
(Extra 25% off select items)Includes extra 25% off select items.
$72.50Previous Price $72.50
$175.00Comparable value $175.00
Kore City Walk EZ Sneaker (Men)
NUNN BUSH

Kore City Walk EZ Sneaker (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(6)
Alder Faux Shearling Lined Suede Slipper (Men)
Top Deal
UGG®

Alder Faux Shearling Lined Suede Slipper (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(527)
Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(13)
Driving Penny Loafer (Men)
Nordstrom

Driving Penny Loafer (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(131)
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
(37)
Jenson Low Top Sneaker (Men)
Dockers®

Jenson Low Top Sneaker (Men)

$34.97Current Price $34.97
(41% off)41% off.
$60.00Comparable value $60.00
Laeahi Kapa Slip-On (Men)
OluKai

Laeahi Kapa Slip-On (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(6)
Dino Penny Loafer (Men)
Clear The Rack
Nordstrom

Dino Penny Loafer (Men)

$37.49 – $69.97Current Price $37.49 to $69.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.99Previous Price $49.99
$99.95Comparable value $99.95
(79)
Norfolk Plain Toe Derby (Men)
Florsheim

Norfolk Plain Toe Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(13)
Morse Grand Wingtip Derby (Men)
New!
Cole Haan

Morse Grand Wingtip Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(2)
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)
Marcman Wool Blend Lining Slipper (Men)
Top Deal
UGG®

Marcman Wool Blend Lining Slipper (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(55)
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)
Grand Crosscourt Traveler Setshot Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Traveler Setshot Sneaker (Men)

$49.48 – $99.97Current Price $49.48 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$65.98 – $71.48Previous Price $65.98 to $71.48
$200.00Comparable value $200.00
Slip-On Sneaker (Men)
Clear The Rack
ECCO

Slip-On Sneaker (Men)

$40.48 – $79.97Current Price $40.48 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$53.98Previous Price $53.98
$120.00Comparable value $120.00
(4)
Grand 360 Cap Toe Derby (Men)
Cole Haan

Grand 360 Cap Toe Derby (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
(22)
Holcomb Waterproof Plain Toe Derby (Men)
Clear The Rack
Johnston & Murphy

Holcomb Waterproof Plain Toe Derby (Men)

$29.23 – $59.97Current Price $29.23 to $59.97
(Extra 25% off select items)Includes extra 25% off select items.
$38.98Previous Price $38.98
$135.00Comparable value $135.00
(36)
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
(12)
Tyson Low Top Sneaker (Men) (Nordstrom Exclusive)
New!
Nordstrom

Tyson Low Top Sneaker (Men) (Nordstrom Exclusive)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(4)
Captain Sneaker (Men)
Børn

Captain Sneaker (Men)

$39.97Current Price $39.97
(69% off)69% off.
$130.00Comparable value $130.00
(3)
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
(10)
GrandPro Topspin Sneaker (Men)
Cole Haan

GrandPro Topspin Sneaker (Men)

$99.97Current Price $99.97
(40% off)40% off.
$168.00Comparable value $168.00
(330)
Flexway Step Slip-On (Men)
Clarks®

Flexway Step Slip-On (Men)

$59.97 – $74.97Current Price $59.97 to $74.97
(Up to 40% off)Up to 40% off.
$100.00Comparable value $100.00
Grand Crosscourt Daily Stitchlite Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Daily Stitchlite Sneaker (Men)

$50.60Current Price $50.60
(Extra 25% off)Includes extra 25% off.
$67.47Previous Price $67.47
$150.00Comparable value $150.00
(3)
Mariner Slip-On Sneaker (Men)
New!
Børn

Mariner Slip-On Sneaker (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
Soft Classic Sneaker (Men)
Clear The Rack
ECCO

Soft Classic Sneaker (Men)

$33.73 – $99.97Current Price $33.73 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$44.98Previous Price $44.98
$130.00Comparable value $130.00
(59)
Tristen Derby (Men)
Clear The Rack
Børn

Tristen Derby (Men)

$41.42 – $84.97Current Price $41.42 to $84.97
(Extra 25% off select items)Includes extra 25% off select items.
$55.23Previous Price $55.23
$120.00Comparable value $120.00
(7)
Craftwell Lace-Up Sneaker (Men)
Clarks®

Craftwell Lace-Up Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Kore City Rally Low Top Sneaker (Men)
New!
NUNN BUSH

Kore City Rally Low Top Sneaker (Men)

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 35% off)Up to 35% off.
$85.00Comparable value $85.00
FlexGrand 360 Plain Toe Derby (Men)
Cole Haan

FlexGrand 360 Plain Toe Derby (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
(5)
Tayton Step Activated Sneaker (Men)
Rockport

Tayton Step Activated Sneaker (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
(1)
Born Ashram II Lace-Up Sneaker (Men)
Clear The Rack
Børn

Born Ashram II Lace-Up Sneaker (Men)

$33.73 – $74.97Current Price $33.73 to $74.97
(Extra 25% off select items)Includes extra 25% off select items.
$44.98 – $48.73Previous Price $44.98 to $48.73
$115.00 – $125.00Comparable value $115.00 to $125.00
(89)
Grand Crosscourt II Sneaker - Wide Width Available (Men)
Cole Haan

Grand Crosscourt II Sneaker - Wide Width Available (Men)

$74.97 – $99.97Current Price $74.97 to $99.97
(Up to 58% off select items)Up to 58% off select items.
$170.00 – $180.00Comparable value $170.00 to $180.00
(394)
306 Skate Sneaker (Men)
New!
New Balance

306 Skate Sneaker (Men)

$49.97Current Price $49.97
(47% off)47% off.
$94.99Comparable value $94.99
(13)
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
(76)
Nantucket Slip-On Sneaker (Men)
Clear The Rack
Cole Haan

Nantucket Slip-On Sneaker (Men)

$44.97 – $79.97Current Price $44.97 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$59.96Previous Price $59.96
$150.00Comparable value $150.00
(30)
Theo Chukka Boot (Men)
Børn

Theo Chukka Boot (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 53% off select items)Up to 53% off select items.
$130.00Comparable value $130.00
(6)
Chase Mixed Media Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Mixed Media Plain Toe Derby - Wide Width Available (Men)

$30.23 – $54.97Current Price $30.23 to $54.97
(Up to 64% off select items)Up to 64% off select items.
$85.00Comparable value $85.00
(16)
Flexway Step Slip-On (Men)
New!
Clarks®

Flexway Step Slip-On (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Luca Moc Toe Loafer (Men)
NUNN BUSH

Luca Moc Toe Loafer (Men)

$54.97 – $69.97Current Price $54.97 to $69.97
(Up to 38% off)Up to 38% off.
$90.00Comparable value $90.00
(1)
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