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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1205 items
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
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)
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)
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)
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)
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)
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)
Max Cushion Slip-Ins Sneaker (Men)
New!
SKECHERS

Max Cushion Slip-Ins Sneaker (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
(24)
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
Burleigh Chukka (Men)
Black Friday Deal
UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(10)
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)
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)
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)
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(38)
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
(5)
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)
BIOM® 2.2 Sneaker (Men)
New!
ECCO

BIOM® 2.2 Sneaker (Men)

$134.97Current Price $134.97
(30% off)30% off.
$195.00Comparable value $195.00
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
(42)
Motion Trek Mx Sneaker (Men)
New!
Clarks®

Motion Trek Mx 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
Grand Crosscourt Daily Stitchlite Sneaker (Men)
Cole Haan

Grand Crosscourt Daily Stitchlite Sneaker (Men)

$53.98 – $89.97Current Price $53.98 to $89.97
(Up to 73% off select items)Up to 73% off select items.
$200.00Comparable value $200.00
(22)
Grand Crosscourt Downtown Sneaker (Men)
New!
Cole Haan

Grand Crosscourt Downtown Sneaker (Men)

$59.98 – $99.97Current Price $59.98 to $99.97
(Up to 68% off select items)Up to 68% off select items.
$190.00Comparable value $190.00
(16)
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
Lite Hybrid Sneaker (Men)
ECCO

Lite Hybrid Sneaker (Men)

$59.98 – $94.97Current Price $59.98 to $94.97
(Up to 57% off select items)Up to 57% off select items.
$140.00Comparable value $140.00
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)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Alpine 83 Recraft Sneaker (Men)
New!
Merrell

Alpine 83 Recraft Sneaker (Men)

$64.97Current Price $64.97
(Up to 45% off)Up to 45% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(173)
Grand Leadshot Sneaker (Men)
Cole Haan

Grand Leadshot Sneaker (Men)

$69.97Current Price $69.97
(52% off)52% off.
$148.00Comparable value $148.00
CapTrail Low Waterproof Sneaker (Men)
New!
UGG®

CapTrail Low Waterproof Sneaker (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
(7)
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)
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)
x DMX™ Brock Sneaker (Men)
New!
Rockport

x DMX™ Brock Sneaker (Men)

$49.97Current Price $49.97
(67% off)67% off.
$155.00Comparable value $155.00
Grandsport Journey Knit Sneaker (Men)
Cole Haan

Grandsport Journey Knit Sneaker (Men)

$49.99 – $79.97Current Price $49.99 to $79.97
(Up to 72% off select items)Up to 72% off select items.
$180.00Comparable value $180.00
(98)
Petro Waterproof Sneaker (Men)
ara

Petro Waterproof Sneaker (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(1)
Prague Sneaker (Men)
ara

Prague Sneaker (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
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
Only a few left
Laken Slip-On Shoe (Men)
New!
Børn

Laken Slip-On Shoe (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(3)
Finnick Waterproof Sneaker (Men)
ara

Finnick Waterproof Sneaker (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(3)
Only a few left
Agility Peak 5 Trek SE Trail Running Shoe (Men)
New!
Merrell

Agility Peak 5 Trek SE Trail Running Shoe (Men)

$89.97Current Price $89.97
(51% off)51% off.
$185.00Comparable value $185.00
(2)
Seabrook Sneaker (Men)
New!
Rockport

Seabrook Sneaker (Men)

$54.97Current Price $54.97
(65% off)65% off.
$160.00Comparable value $160.00
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 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)
Maplewalk Rise Boot (Men)
New!
Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
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)
Kore Swift Sneaker (Men)
NUNN BUSH

Kore Swift Sneaker (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Street Ace Sneaker (Men)
New!
ECCO

Street Ace Sneaker (Men)

$169.97Current Price $169.97
(32% off)32% off.
$250.00Comparable value $250.00
(1)
Grand Remix Oxford (Men)
New!
Cole Haan

Grand Remix Oxford (Men)

$65.98 – $109.97Current Price $65.98 to $109.97
(Up to 67% off select items)Up to 67% off select items.
$190.00 – $200.00Comparable value $190.00 to $200.00
(10)
Grand Hurrion Stitchlite Wing Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (Men)

$64.98 – $99.97Current Price $64.98 to $99.97
(Up to 67% off select items)Up to 67% off select items.
$200.00Comparable value $200.00
(49)
Kinnon Knit Jogger Sneaker (Men)
Johnston & Murphy

Kinnon Knit Jogger Sneaker (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(29)
Only a few left
Grand Crosscourt Traveler Setshot Sneaker (Men)
Cole Haan

Grand Crosscourt Traveler Setshot Sneaker (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
Andreo Penny Loafer (Men)
New!
Aquatalia

Andreo Penny Loafer (Men)

$219.97Current Price $219.97
(58% off)58% off.
$525.00Comparable value $525.00
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
Walpath Waterproof Chukka Boot (Men)
New!
Clarks®

Walpath Waterproof Chukka Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Craftwell Slip-On (Men)
Clarks®

Craftwell Slip-On (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
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)
Metropole London Apron Toe Shoe (Men)
New!
ECCO

Metropole London Apron Toe Shoe (Men)

$134.97Current Price $134.97
(30% off)30% off.
$195.00Comparable value $195.00
x DMX™ Colby Sneaker (Men)
New!
Rockport

x DMX™ Colby Sneaker (Men)

$49.97Current Price $49.97
(69% off)69% off.
$165.00Comparable value $165.00
Moab 2 Slip-On Shoe (Men)
Merrell

Moab 2 Slip-On Shoe (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(5)
Metropole Oslo Derby (Men)
ECCO

Metropole Oslo Derby (Men)

$114.97Current Price $114.97
(47% off)47% off.
$219.95Comparable value $219.95
(1)
Only a few left
Reller Slip On Sneaker (Men)
New!
Rockport

Reller Slip On Sneaker (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $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
(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)
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)
680 Running Shoe (Men)
New Balance

680 Running Shoe (Men)

Add to Bag or Wish List to see price(344)
ZeroGrand Plain Toe Derby Sneaker (Men)
Cole Haan

ZeroGrand Plain Toe Derby Sneaker (Men)

$69.97Current Price $69.97
(72% off)72% off.
$258.00Comparable value $258.00
(38)
237 Sneaker (Men)
New!
New Balance

237 Sneaker (Men)

Add to Bag or Wish List to see price(45)
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
Amherst 2.0 U-Throat Leather Sneaker (Men)
New!
Johnston & Murphy

Amherst 2.0 U-Throat Leather Sneaker (Men)

$89.97Current Price $89.97
(35% off)35% off.
$139.00Comparable value $139.00
(93)
Craftwell Lace-Up Sneaker (Men)
New!
Clarks®

Craftwell Lace-Up Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
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)
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)
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
Stripe Sneaker (Men)
Blackstone

Stripe Sneaker (Men)

$59.97Current Price $59.97
(71% off)71% off.
$210.00Comparable value $210.00
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