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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1202 items
Alden Slipper (Men)
New!
Minnetonka

Alden Slipper (Men)

$34.97Current Price $34.97
(53% off)53% off.
$74.95Comparable value $74.95
(6)
Grand Hybrid Sneaker (Men)
Cole Haan

Grand Hybrid Sneaker (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(8)
GrandPro FeatherArc Bike Toe Sneaker (Men)
Cole Haan

GrandPro FeatherArc Bike Toe Sneaker (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
GrandPro FeatherArc Bike Sneaker (Men)
Cole Haan

GrandPro FeatherArc Bike Sneaker (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Soft Classic Sneaker (Men)
ECCO

Soft Classic Sneaker (Men)

$44.98 – $99.97Current Price $44.98 to $99.97
(Up to 65% off select items)Up to 65% off select items.
$130.00Comparable value $130.00
(58)
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
(12)
Otto Derby (Men)
NUNN BUSH

Otto Derby (Men)

$49.97Current Price $49.97
(Up to 44% off)Up to 44% off.
$85.00 – $90.00Comparable value $85.00 to $90.00
(9)
Farren Waterproof Plain Toe Derby (Men)
ara

Farren Waterproof Plain Toe Derby (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
Keaton Kiltie Fringe Tassel Loafer (Men)
NUNN BUSH

Keaton Kiltie Fringe Tassel Loafer (Men)

$79.97Current Price $79.97
(15% off)15% off.
$95.00Comparable value $95.00
Barbados Slide Sandal (Men)
Birkenstock

Barbados Slide Sandal (Men)

$34.95Current Price $34.95
(41)
Shacre II Run Loafer (Men)
Clarks®

Shacre II Run Loafer (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Morse Grand Wingtip Derby (Men)
Cole Haan

Morse Grand Wingtip Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Dawson Boat Shoe (Men)
Dockers®

Dawson Boat Shoe (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
Chamberlin Grand Chukka Boot (Men)
New!
Cole Haan

Chamberlin Grand Chukka Boot (Men)

$129.97Current Price $129.97
(55% off)55% off.
$290.00Comparable value $290.00
(1)
Newmark Grand Cap Toe Oxford (Men)
Cole Haan

Newmark Grand Cap Toe Oxford (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
Motion Trek Sneaker (Men)
New!
Clarks®

Motion Trek Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Intrepid Slip Resistant Sneaker (Men)
Dr. Scholl's

Intrepid Slip Resistant Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(58)
Gender Inclusive 1906R Sneaker
New Balance

Gender Inclusive 1906R Sneaker

$96.97Current Price $96.97
(37% off)37% off.
$154.99Comparable value $154.99
(14)
Only a few left
Solano Clog (Men)
UGG®

Solano Clog (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
x DMX™ Dunphy Driving Loafer (Men)
New!
Rockport

x DMX™ Dunphy Driving Loafer (Men)

$49.97Current Price $49.97
(68% off)68% off.
$160.00Comparable value $160.00
Tayo Embossed Loafer (Men)
Rockport

Tayo Embossed Loafer (Men)

$39.97Current Price $39.97
(68% off)68% off.
$125.00Comparable value $125.00
Chase Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Chukka Boot - Wide Width Available (Men)

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 52% off)Up to 52% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(10)
Hayden Plain Toe Derby Sneaker (Men)
Johnston & Murphy

Hayden Plain Toe Derby Sneaker (Men)

$54.97Current Price $54.97
(60% off)60% off.
$139.00Comparable value $139.00
(2)
997H Sneaker (Men)
New Balance

997H Sneaker (Men)

$49.97 – $79.97Current Price $49.97 to $79.97
(Up to 47% off)Up to 47% off.
$94.99 – $99.99Comparable value $94.99 to $99.99
(5)
Shepton Easy Chelsea Boot (Men)
New!
Clarks®

Shepton Easy Chelsea Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
Wahblerg Leather Sneaker (Men)
Spring Step

Wahblerg Leather Sneaker (Men)

$119.95Current Price $119.95
Only a few left
Arnolds Sneaker (Men)
ara

Arnolds Sneaker (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Only a few left
Spartan Slip-On Sneaker (Men)
Deer Stags

Spartan Slip-On Sneaker (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(2)
Relaxlite Moc Toe Chukka (Men)
Clarks®

Relaxlite Moc Toe Chukka (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Sanderson Sneaker (Men)
Dockers®

Sanderson Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(5)
Lae'ahi Slip-On Sneaker (Men)
OluKai

Lae'ahi Slip-On Sneaker (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(45)
Canton Sneaker (Men)
Rockport

Canton Sneaker (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
(1)
Isaac Apron Toe Slip-On Shoe (Men)
Rockport

Isaac Apron Toe Slip-On Shoe (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(15)
Speed Strike 2 Hiking Shoe (Men)
New!
Merrell

Speed Strike 2 Hiking Shoe (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
Nanea Li Sneaker (Men)
OluKai

Nanea Li Sneaker (Men)

$38.98 – $59.97Current Price $38.98 to $59.97
(Up to 67% off select items)Up to 67% off select items.
$120.00Comparable value $120.00
(20)
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$110.00Comparable value $110.00
Track Knit Sneaker (Men)
SKECHERS

Track Knit Sneaker (Men)

$49.97Current Price $49.97
(23% off)23% off.
$65.00Comparable value $65.00
(61)
Hayden Oxford (Men)
New!
Johnston & Murphy

Hayden Oxford (Men)

$89.97Current Price $89.97
(35% off)35% off.
$139.00Comparable value $139.00
Aho Leather Flip Flop (Men)
New!
OluKai

Aho Leather Flip Flop (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
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
(24)
Roku Sneaker (Men)
New!
Camper

Roku Sneaker (Men)

$134.97Current Price $134.97
(32% off)32% off.
$199.00Comparable value $199.00
Grand Atlantic Chelsea Boot (Men)
New!
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(2)
Morse Grand Wingtip Derby (Men)
Cole Haan

Morse Grand Wingtip Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Grand Daily Wingtip Sneaker (Men)
Cole Haan

Grand Daily Wingtip Sneaker (Men)

$109.97Current Price $109.97
(47% off)47% off.
$210.00Comparable value $210.00
GrandPro Rally Court II Sneaker (Men)
Cole Haan

GrandPro Rally Court II Sneaker (Men)

$53.98 – $89.97Current Price $53.98 to $89.97
(Up to 61% off select items)Up to 61% off select items.
$140.00Comparable value $140.00
(5)
PeakMod Clog (Men)
New!
UGG®

PeakMod Clog (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
Tray Wool Lined Mid Top Sneaker (Men)
Pajar

Tray Wool Lined Mid Top Sneaker (Men)

$66.97 – $69.97Current Price $66.97 to $69.97
(Up to 62% off)Up to 62% off.
$180.00Comparable value $180.00
(2)
Sedona Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

Sedona Slip-On Sneaker - Wide Width Available (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(6)
Dino Penny Loafer (Men)
Nordstrom

Dino Penny Loafer (Men)

$69.97Current Price $69.97
(30% off)30% off.
$99.95Comparable value $99.95
(77)
Steadwell Dress Boot (Men)
New!
Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$89.97Current Price $89.97
(Up to 18% off)Up to 18% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
Motion Trek EZ Slip-On Sneaker (Men)
Clarks®

Motion Trek EZ Slip-On Sneaker (Men)

$69.97Current Price $69.97
(Up to 30% off)Up to 30% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(2)
Ozark II Chukka Boot (Men)
New!
NUNN BUSH

Ozark II Chukka Boot (Men)

$94.97Current Price $94.97
(13% off)13% off.
$110.00Comparable value $110.00
(3)
Gender Inclusive 740 Sneaker
New Balance

Gender Inclusive 740 Sneaker

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(324)
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
Luca Moc Toe Loafer (Men)
NUNN BUSH

Luca Moc Toe Loafer (Men)

$74.97Current Price $74.97
(16% off)16% off.
$90.00Comparable value $90.00
(1)
Eureka Slip-On (Men)
Rockport

Eureka Slip-On (Men)

$99.95Current Price $99.95
(16% off)16% off.
$120.00Comparable value $120.00
(2)
Halyard Saltwashed Low Top Sneaker - Wide Width Available (Men)
Sperry

Halyard Saltwashed Low Top Sneaker - Wide Width Available (Men)

$23.98 – $39.97Current Price $23.98 to $39.97
(Up to 65% off select items)Up to 65% off select items.
$70.00Comparable value $70.00
(11)
Gender Inclusive Baya Marbled Clog
CROCS

Gender Inclusive Baya Marbled Clog

Add to Bag or Wish List to see price(93)
Norman Loafer (Men)
New!
Camper

Norman Loafer (Men)

$124.97Current Price $124.97
(35% off)35% off.
$195.00Comparable value $195.00
Kore City Walk Canvas Moc Toe Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

Kore City Walk Canvas Moc Toe Slip-On Sneaker - Wide Width Available (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(19)
Andreo Penny Loafer (Men)
New!
Aquatalia

Andreo Penny Loafer (Men)

$219.97Current Price $219.97
(58% off)58% off.
$525.00Comparable value $525.00
GrandPro Rally Canvas Court Sneaker - Wide Width Available (Men)
Cole Haan

GrandPro Rally Canvas Court Sneaker - Wide Width Available (Men)

$49.99Current Price $49.99
(62% off)62% off.
$135.00Comparable value $135.00
(289)
Only a few left
Peu Cami Low Top Sneaker (Men)
New!
Camper

Peu Cami Low Top Sneaker (Men)

$134.97Current Price $134.97
(32% off)32% off.
$199.00Comparable value $199.00
(13)
Fresh Foam Arishi v4 Running Shoe (Men)
New!
New Balance

Fresh Foam Arishi v4 Running Shoe (Men)

$59.97 – $63.97Current Price $59.97 to $63.97
(Up to 20% off)Up to 20% off.
$70.00 – $79.99Comparable value $70.00 to $79.99
(64)
Andratx Sneaker (Men)
Camper

Andratx Sneaker (Men)

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
Only a few left
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)
Dustin Boot (Men)
Dockers®

Dustin Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Driving Penny Loafer (Men)
Nordstrom

Driving Penny Loafer (Men)

$19.98 – $69.97Current Price $19.98 to $69.97
(Up to 77% off select items)Up to 77% off select items.
$89.95Comparable value $89.95
(127)
Chase Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Derby - Wide Width Available (Men)

$38.47 – $54.97Current Price $38.47 to $54.97
(Up to 54% off select items)Up to 54% off select items.
$85.00 – $90.00Comparable value $85.00 to $90.00
(63)
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$89.96 – $119.97Current Price $89.96 to $119.97
(Up to 62% off select items)Up to 62% off select items.
$238.00Comparable value $238.00
(30)
Twins Mismatched Sneakers (Men)
New!
Camper

Twins Mismatched Sneakers (Men)

$104.97Current Price $104.97
(36% off)36% off.
$165.00Comparable value $165.00
(1)
Only a few left
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