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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1168 items
Grand Crosscourt Daily Sneaker (Men)
Top Deal
Cole Haan

Grand Crosscourt Daily Sneaker (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(175)
Nantucket Cross Strap Sandal (Men)
Cole Haan

Nantucket Cross Strap Sandal (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(13)
Grand Crosscourt Daily Laser Sneaker (Men)
Cole Haan

Grand Crosscourt Daily Laser Sneaker (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 48% off)Up to 48% off.
$195.00Comparable value $195.00
(43)
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
(174)
Davidson Grand Cap Toe Oxford Sneaker (Men)
New
Cole Haan

Davidson Grand Cap Toe Oxford Sneaker (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
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
(19)
Canton Sneaker (Men)
New
Rockport

Canton Sneaker (Men)

$84.97 – $99.95Current Price $84.97 to $99.95
(Up to 37% off)Up to 37% off.
$135.00Comparable value $135.00
(1)
Townsview Sport Sneaker (Men)
Clarks®

Townsview Sport Sneaker (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 45% off)Up to 45% off.
$110.00Comparable value $110.00
Brody Driving Penny Loafer (Men)
Nordstrom

Brody Driving Penny Loafer (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(138)
Maddox Sneaker
Børn

Maddox Sneaker

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(14)
Nantucket Drift Penny Loafer (Men)
New
Cole Haan

Nantucket Drift Penny Loafer (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
Arizona Slide Sandal (Men)
Birkenstock

Arizona Slide Sandal (Men)

$117.95Current Price $117.95
(296)
Grandsport Journey Knit Sneaker (Men)
Clear The Rack
Cole Haan

Grandsport Journey Knit Sneaker (Men)

$37.49 – $79.97Current Price $37.49 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.99Previous Price $49.99
$180.00Comparable value $180.00
(106)
Torford Easy Loafer (Men)
New
Clarks®

Torford Easy Loafer (Men)

$69.97Current Price $69.97
(Up to 36% off)Up to 36% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
Grand Crosscourt II Sneaker - Wide Width Available (Men)
Clear The Rack
Cole Haan

Grand Crosscourt II Sneaker - Wide Width Available (Men)

$37.48 – $99.97Current Price $37.48 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.98 – $74.96Previous Price $49.98 to $74.96
$170.00 – $180.00Comparable value $170.00 to $180.00
(397)
Amherst 2.0 U-Throat Leather Sneaker (Men)
Johnston & Murphy

Amherst 2.0 U-Throat Leather Sneaker (Men)

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
(126)
Classic Low Top Sneaker (Men)
Clear The Rack
ECCO

Classic Low Top Sneaker (Men)

$37.49 – $79.97Current Price $37.49 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.99Previous Price $49.99
$120.00Comparable value $120.00
(27)
Max Cushioning Endeavour Running Shoe (Men)
New
SKECHERS

Max Cushioning Endeavour Running Shoe (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Olali Flip Flop (Men)
Top Deal
OluKai

Olali Flip Flop (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(9)
Grand Plain Toe Derby (Men)
Cole Haan

Grand Plain Toe Derby (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(11)
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
(64)
Grand Hurrion Stitchlite Wing Oxford (Men)
New
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(76)
Morse Grand 360 Plain Toe Derby (Men)
Clear The Rack
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$53.98 – $119.97Current Price $53.98 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$71.98Previous Price $71.98
$200.00Comparable value $200.00
(10)
Sync Flex Derby (Men)
Dr. Scholl's

Sync Flex Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(25)
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
(17)
Mapstone Tie Sneaker (Men)
New
Clarks®

Mapstone Tie Sneaker (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Essentials Arizona Waterproof Slide Sandal (Men)
Clear The Rack
Birkenstock

Essentials Arizona Waterproof Slide Sandal (Men)

$22.47 – $49.95Current Price $22.47 to $49.95
(Extra 25% off select items)Includes extra 25% off select items.
$29.96Previous Price $29.96
$49.95Previous Price $49.95
(757)
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
(83)
Gessler Lace-Up Derby (Men)
New
Clarks®

Gessler Lace-Up Derby (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Grand Shadowlite Stitchlite Derby (Men)
New
Cole Haan

Grand Shadowlite Stitchlite Derby (Men)

$99.97 – $109.97Current Price $99.97 to $109.97
(Up to 41% off)Up to 41% off.
$170.00Comparable value $170.00
Brantin Plaid Leather Oxford Shoe (Men)
Clarks®

Brantin Plaid Leather Oxford Shoe (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Flexway Step Slip-On (Men)
Clarks®

Flexway Step Slip-On (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
(1)
Grand Crosscourt Premier Sneaker - Wide Width Available (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Premier Sneaker - Wide Width Available (Men)

$37.11 – $109.97Current Price $37.11 to $109.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.48Previous Price $49.48
$200.00Comparable value $200.00
(119)
Strata Universal Sandal (Men)
Teva

Strata Universal Sandal (Men)

$54.97Current Price $54.97
(54% off)54% off.
$120.00Comparable value $120.00
(1)
Guideview Fisherman Sandal (Men)
New
Clarks®

Guideview Fisherman Sandal (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Dresslite Cap Toe Derby (Men)
Clear The Rack
Clarks®

Dresslite Cap Toe Derby (Men)

$42.16 – $79.97Current Price $42.16 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$56.22Previous Price $56.22
$95.00 – $105.00Comparable value $95.00 to $105.00
(1)
Nature 5 Walk Slip-On Sneaker (Men)
New
Clarks®

Nature 5 Walk Slip-On Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(2)
Motion Trek Debry (Men)
Clarks®

Motion Trek Debry (Men)

$69.97Current Price $69.97
(Up to 30% off)Up to 30% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(3)
Courtlite 2 Run Sneaker (Men)
New
Clarks®

Courtlite 2 Run Sneaker (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
Grand Crosscourt Traveler Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Traveler Sneaker (Men)

$37.11 – $109.97Current Price $37.11 to $109.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.48 – $82.47Previous Price $49.48 to $82.47
$200.00Comparable value $200.00
(194)
Bend Venetian Driving Shoe (Men)
Nordstrom

Bend Venetian Driving Shoe (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(58)
Jenkins Plain Toe Derby (Men)
Johnston & Murphy

Jenkins Plain Toe Derby (Men)

$69.97Current Price $69.97
(55% off)55% off.
$159.00Comparable value $159.00
Grand Crosscourt Winner Sneaker (Men)
New
Cole Haan

Grand Crosscourt Winner Sneaker (Men)

$99.97Current Price $99.97
(Up to 39% off)Up to 39% off.
$160.00 – $165.00Comparable value $160.00 to $165.00
(89)
Garett Plain Toe Derby (Men)
Rockport

Garett Plain Toe Derby (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
Guideview Trek Sandal (Men)
New
Clarks®

Guideview Trek Sandal (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
997H Sneaker (Men)
New
New Balance

997H Sneaker (Men)

$79.97Current Price $79.97
(20% off)20% off.
$99.99Comparable value $99.99
Jaimie Derby Sneaker (Men)
Rockport

Jaimie Derby Sneaker (Men)

$89.95Current Price $89.95
(30% off)30% off.
$130.00Comparable value $130.00
Solevana Style Sneaker (Men)
Clarks®

Solevana Style Sneaker (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Grand Atlantic Sneaker - Wide Width Available (Men)
Cole Haan

Grand Atlantic Sneaker - Wide Width Available (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
(204)
Kaholo Sneaker (Men)
OluKai

Kaholo Sneaker (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
(14)
Synergy Sneaker (Men)
Dr. Scholl's

Synergy Sneaker (Men)

$69.97Current Price $69.97
(33% off)33% off.
$105.00Comparable value $105.00
(6)
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(25)
T500 Tennis Sneaker (Men)
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
(122)
Tyson Low Top Sneaker (Men) (Nordstrom Exclusive)
Nordstrom

Tyson Low Top Sneaker (Men) (Nordstrom Exclusive)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(4)
Milano Bold Buckle Sandal (Men)
Birkenstock

Milano Bold Buckle Sandal (Men)

$149.97Current Price $149.97
(31% off)31% off.
$220.00Comparable value $220.00
(2)
2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)
Cole Haan

2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)

$109.97Current Price $109.97
(Up to 47% off)Up to 47% off.
$199.00 – $209.00Comparable value $199.00 to $209.00
(1236)
Newpage Sandal
Dockers®

Newpage Sandal

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(65)
Vecchio Wingtip Derby (Men)
Florsheim

Vecchio Wingtip Derby (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(4)
Grand Remix Wingtip Derby Sneaker (Men)
New
Cole Haan

Grand Remix Wingtip Derby Sneaker (Men)

$119.97Current Price $119.97
(42% off)42% off.
$210.00Comparable value $210.00
Aldwin Limit Wingtip Derby (Men)
New
Clarks®

Aldwin Limit Wingtip Derby (Men)

$69.97Current Price $69.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$74.97Current Price $74.97
(Up to 31% off)Up to 31% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(4)
Motion Trek Sneaker (Men)
Clarks®

Motion Trek Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Gravelle Low Moc Toe Derby (Men)
New
Clarks®

Gravelle Low Moc Toe Derby (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
Madison Slip-On Sneaker (Men)
New
Dr. Scholl's

Madison Slip-On Sneaker (Men)

$48.96Current Price $48.96
(48% off)48% off.
$95.00Comparable value $95.00
(24)
237 Sneaker (Men)
New Balance

237 Sneaker (Men)

Add to Bag or Wish List to see price(60)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(64)
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
(17)
Franco Derby Sneaker (Men)
Dockers®

Franco Derby Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(6)
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
(4)
515 Sneaker (Men)
New Balance

515 Sneaker (Men)

Add to Bag or Wish List to see price(23)
Original Grand Shortwing Oxford (Men)
Cole Haan

Original Grand Shortwing Oxford (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(298)
Saltway Cove Fisherman Sandal (Men)
New
Clarks®

Saltway Cove Fisherman Sandal (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
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