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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1169 items
Briggs Perforated Sneaker (Men)
Johnston & Murphy

Briggs Perforated Sneaker (Men)

$89.97Current Price $89.97
(68% off)68% off.
$285.00Comparable value $285.00
(9)
Low Profile Lace Up Sneaker (Men)
Dockers®

Low Profile Lace Up Sneaker (Men)

$29.99Current Price $29.99
(45% off)45% off.
$55.00Comparable value $55.00
Jaimie Derby Sneaker (Men)
New
Rockport

Jaimie Derby Sneaker (Men)

$94.97 – $99.95Current Price $94.97 to $99.95
(Up to 26% off)Up to 26% off.
$130.00Comparable value $130.00
Nantucket Slip-On Sneaker (Men)
Cole Haan

Nantucket Slip-On Sneaker (Men)

$59.96 – $79.97Current Price $59.96 to $79.97
(Up to 60% off select items)Up to 60% off select items.
$150.00Comparable value $150.00
(30)
Tristen Derby (Men)
Børn

Tristen Derby (Men)

$55.23Current Price $55.23
(53% off)53% off.
$120.00Comparable value $120.00
(8)
Canyon Woven Clog (Women)
New
Chaco

Canyon Woven Clog (Women)

$39.97Current Price $39.97
(70% off)70% off.
$135.00Comparable value $135.00
Hasting Fielden Slip-On Sneaker (Men)
SKECHERS

Hasting Fielden Slip-On Sneaker (Men)

$49.97Current Price $49.97
(16% off)16% off.
$60.00Comparable value $60.00
(1)
Ulele Flip Flop (Men)
New
OluKai

Ulele Flip Flop (Men)

$15.98 – $59.97Current Price $15.98 to $59.97
(Up to 82% off select items)Up to 82% off select items.
$90.00Comparable value $90.00
(102)
Flexwell Step Slip-On Sneaker (Men)
New
Clarks®

Flexwell Step Slip-On Sneaker (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Leeward Flip Flop (Men)
OluKai

Leeward Flip Flop (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
(29)
Slater Slip-On Sneaker (Men)
Dockers®

Slater Slip-On Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(5)
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
Frederick Lace-Up Sneaker (Men)
Dockers®

Frederick Lace-Up Sneaker (Men)

$34.99Current Price $34.99
(41% off)41% off.
$60.00Comparable value $60.00
(1)
Thatcher Moc Toe Loafer (Men)
Børn

Thatcher Moc Toe Loafer (Men)

$55.23Current Price $55.23
(53% off)53% off.
$120.00Comparable value $120.00
(8)
Tyler 09 Derby (Men)
New
Josef Seibel

Tyler 09 Derby (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
Leap Trainer Sneaker (Men)
Eastland

Leap Trainer Sneaker (Men)

$94.97Current Price $94.97
(29% off)29% off.
$135.00Comparable value $135.00
Maddox Sneaker
Børn

Maddox Sneaker

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(14)
Grand Remix Wingtip Oxford Sneaker (Men)
New
Cole Haan

Grand Remix Wingtip Oxford Sneaker (Men)

$119.97Current Price $119.97
(42% off)42% off.
$210.00Comparable value $210.00
(1)
Zermatt 365 Clog (Men)
Birkenstock

Zermatt 365 Clog (Men)

$148.95Current Price $148.95
(13)
Bradley Plain Toe Shoe (Men)
Clarks®

Bradley Plain Toe Shoe (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Drift Trail Sneaker (Men)
New
Camper

Drift Trail Sneaker (Men)

$124.97 – $149.97Current Price $124.97 to $149.97
(Up to 38% off)Up to 38% off.
$190.00 – $230.00Comparable value $190.00 to $230.00
(4)
Conrad Sneaker (Men)
Børn

Conrad Sneaker (Men)

$55.23 – $84.97Current Price $55.23 to $84.97
(Up to 49% off select items)Up to 49% off select items.
$110.00Comparable value $110.00
(33)
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
(16)
Luca Moc Toe Loafer (Men)
NUNN BUSH

Luca Moc Toe Loafer (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(1)
Kyoto Desert Slide Sandal (Men)
Birkenstock

Kyoto Desert Slide Sandal (Men)

$99.97Current Price $99.97
(35% off)35% off.
$155.00Comparable value $155.00
(9)
Brewski Organic Cotton Slip-On Sneaker- Wide Width Available (Men)
NUNN BUSH

Brewski Organic Cotton Slip-On Sneaker- Wide Width Available (Men)

$29.23 – $44.97Current Price $29.23 to $44.97
(Up to 65% off select items)Up to 65% off select items.
$85.00Comparable value $85.00
(5)
Lisbon Derby (Men)
Deer Stags

Lisbon Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Mark Nason Slip-Ins® Shoe (Men)
SKECHERS

Mark Nason Slip-Ins® Shoe (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(33)
Marcman Wool Blend Lining Slipper (Men)
UGG®

Marcman Wool Blend Lining Slipper (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(75)
996 Sneaker (Men)
New Balance

996 Sneaker (Men)

$79.97Current Price $79.97
(40% off)40% off.
$134.99Comparable value $134.99
(77)
Scotty Loafer (Men)
Børn

Scotty Loafer (Men)

$63.72 – $84.97Current Price $63.72 to $84.97
(Up to 46% off select items)Up to 46% off select items.
$120.00Comparable value $120.00
(21)
Speed Strike 2 Hiking Boot (Men)
New
Merrell

Speed Strike 2 Hiking Boot (Men)

$69.97Current Price $69.97
(22% off)22% off.
$90.00Comparable value $90.00
(18)
Solevana Style Sneaker (Men)
New
Clarks®

Solevana Style Sneaker (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Estes Wax Low Profile Lace Up Sneaker (Men)
Dockers®

Estes Wax Low Profile Lace Up Sneaker (Men)

$29.99Current Price $29.99
(45% off)45% off.
$55.00Comparable value $55.00
Arizona Slide Sandal (Men)
Birkenstock

Arizona Slide Sandal (Men)

$117.95Current Price $117.95
(290)
Kore Swift Sneaker (Men)
NUNN BUSH

Kore Swift Sneaker (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Slips-Ins® Relaxed Fit® Slade Raymar Sneaker (Men)
SKECHERS

Slips-Ins® Relaxed Fit® Slade Raymar Sneaker (Men)

$38.98 – $59.97Current Price $38.98 to $59.97
(Up to 48% off select items)Up to 48% off select items.
$75.00Comparable value $75.00
(3)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$40.48 – $89.97Current Price $40.48 to $89.97
(Up to 68% off select items)Up to 68% off select items.
$130.00Comparable value $130.00
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
(56)
Grand Crosscourt Premier Sneaker - Wide Width Available (Men)
Cole Haan

Grand Crosscourt Premier Sneaker - Wide Width Available (Men)

$71.48 – $109.97Current Price $71.48 to $109.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(77)
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
(124)
Jenkins Plain Toe Derby (Men)
New
Johnston & Murphy

Jenkins Plain Toe Derby (Men)

$69.97Current Price $69.97
(55% off)55% off.
$159.00Comparable value $159.00
Motion Trek Mx Sneaker (Men)
Clarks®

Motion Trek Mx Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Enrico 31 Loafer (Men)
New
Josef Seibel

Enrico 31 Loafer (Men)

$64.97Current Price $64.97
(59% off)59% off.
$160.00Comparable value $160.00
Banks Slip-On Sneaker (Men)
Børn

Banks Slip-On Sneaker (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(1)
City Lites Collection Lace-Up Sneaker (Men)
Rockport

City Lites Collection Lace-Up Sneaker (Men)

$79.97Current Price $79.97
(30% off)30% off.
$115.00Comparable value $115.00
(7)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$42.73 – $94.97Current Price $42.73 to $94.97
(Extra 40% off select items)Includes extra 40% off select items.
$71.22Previous Price $71.22
$130.00Comparable value $130.00
Price Drop
(2)
Wrapt Hiking Sneaker (Men)
Merrell

Wrapt Hiking Sneaker (Men)

$69.97Current Price $69.97
(41% off)41% off.
$120.00Comparable value $120.00
(241)
Briley Perforated Sneaker (Men)
New
Johnston & Murphy

Briley Perforated Sneaker (Men)

$79.97Current Price $79.97
(58% off)58% off.
$195.00Comparable value $195.00
(1)
Flexwell Lace Low Top Sneaker (Men)
New
Clarks®

Flexwell Lace Low Top Sneaker (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Morse GRANDFØAM Chukka Boot (Men)
Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$50.68 – $129.97Current Price $50.68 to $129.97
(Extra 40% off select items)Includes extra 40% off select items.
$84.48 – $97.47Previous Price $84.48 to $97.47
$220.00Comparable value $220.00
Price Drop
(1)
Taggart Step Activated Sneaker (Men)
Rockport

Taggart Step Activated Sneaker (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
(1)
Kore Swift Derby (Men)
NUNN BUSH

Kore Swift Derby (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Brewski Moc Toe Canvas Shoe - Wide Width Available (Men)
NUNN BUSH

Brewski Moc Toe Canvas Shoe - Wide Width Available (Men)

$44.97Current Price $44.97
(Up to 47% off)Up to 47% off.
$80.00 – $85.00Comparable value $80.00 to $85.00
(8)
Grand Hybrid Sneaker (Men)
Cole Haan

Grand Hybrid Sneaker (Men)

$49.99 – $69.97Current Price $49.99 to $69.97
(Up to 61% off select items)Up to 61% off select items.
$130.00Comparable value $130.00
(10)
Sanderson Sneaker (Men)
Dockers®

Sanderson Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(5)
Generation ZeroGrand Stitchlite Sneaker (Men)
Cole Haan

Generation ZeroGrand Stitchlite Sneaker (Men)

$52.50 – $69.97Current Price $52.50 to $69.97
(Up to 66% off select items)Up to 66% off select items.
$155.00Comparable value $155.00
(503)
Amherst GL1 Sport Hybrid Waterproof Golf Sneaker (Men)
New
Johnston & Murphy

Amherst GL1 Sport Hybrid Waterproof Golf Sneaker (Men)

$69.97Current Price $69.97
(53% off)53% off.
$149.00Comparable value $149.00
(8)
Zermatt Genuine Shearling Lined Slipper (Men)
Birkenstock

Zermatt Genuine Shearling Lined Slipper (Men)

$99.95Current Price $99.95
(270)
Grand Hurrion Cup LTT Low Top Sneaker (Men)
New
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)
Circuit Leather Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Circuit Leather Plain Toe Derby - Wide Width Available (Men)

$69.97 – $74.97Current Price $69.97 to $74.97
(Up to 25% off)Up to 25% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(16)
RC42 Sneaker (Women)
New Balance

RC42 Sneaker (Women)

$49.97 – $79.97Current Price $49.97 to $79.97
(Up to 50% off)Up to 50% off.
$99.99Comparable value $99.99
(135)
Brompton II Loafer (Men)
Børn

Brompton II Loafer (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(4)
Marco Low Top Sneaker (Men)
Dockers®

Marco Low Top Sneaker (Men)

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
(1)
Fresh Foam Roav Running Shoe (Men)
New
New Balance

Fresh Foam Roav Running Shoe (Men)

Add to Bag or Wish List to see price(65)
Conway Moc Toe Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

Conway Moc Toe Slip-On Sneaker - Wide Width Available (Men)

$49.97Current Price $49.97
(33% off)33% off.
$75.00Comparable value $75.00
(19)
Syed Sneaker (Men)
New
Spring Step

Syed Sneaker (Men)

$59.97Current Price $59.97
(45% off)45% off.
$109.95Comparable value $109.95
Alpine 83 Recraft Sneaker (Men)
Merrell

Alpine 83 Recraft Sneaker (Men)

$64.97 – $69.97Current Price $64.97 to $69.97
(Up to 45% off)Up to 45% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(196)
Brew City EZ Hands Free Slip-On Sneaker (Men)
NUNN BUSH

Brew City EZ Hands Free Slip-On Sneaker (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
Tyler Wingtip (Men)
New
Josef Seibel

Tyler Wingtip (Men)

$64.97Current Price $64.97
(56% off)56% off.
$150.00Comparable value $150.00
(2)
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
(3)
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
(20)
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