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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1194 items
Brando Leather Penny Loafer (Men)
Spring Step

Brando Leather Penny Loafer (Men)

$149.95Current Price $149.95
Only a few left
Darren Sneaker (Men)
Jambu

Darren Sneaker (Men)

$39.97Current Price $39.97
(20% off)20% off.
$49.99Comparable value $49.99
(3)
Elmer Moc Toe Oxford (Men)
Dockers®

Elmer Moc Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Service Faux Leather Derby - Wide Width Available
Deer Stags

Service Faux Leather Derby - Wide Width Available

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(6)
Baxter Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Baxter Plain Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(5)
Only a few left
Newport Slip-On Shoe
Eastland

Newport Slip-On Shoe

$94.97Current Price $94.97
(24% off)24% off.
$125.00Comparable value $125.00
(1)
902 Drive Loafer - Wide Width Available (Men)
Deer Stags

902 Drive Loafer - Wide Width Available (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(45)
Kore Pro Bike Toe Derby (Men)
NUNN BUSH

Kore Pro Bike Toe Derby (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Gender Inclusive Classic Quiet Clog
New!
CROCS

Gender Inclusive Classic Quiet Clog

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
Only a few left
Studio Sneaker (Men)
Florsheim

Studio Sneaker (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(1)
Benjamin Derby (Men)
Deer Stags

Benjamin Derby (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
(1)
Sherman Slip-Resistant Plain Toe Work Derby - Wide Width Available
NUNN BUSH

Sherman Slip-Resistant Plain Toe Work Derby - Wide Width Available

$69.97Current Price $69.97
(22% off)22% off.
$90.00Comparable value $90.00
(1)
Ezra Double Monk Strap Loafer (Men)
Spring Step

Ezra Double Monk Strap Loafer (Men)

$149.95Current Price $149.95
Lawrence Slip-On Shoe (Men)
Spring Step

Lawrence Slip-On Shoe (Men)

$89.95Current Price $89.95
Wagon Derby (Men)
Camper

Wagon Derby (Men)

$119.97Current Price $119.97
(39% off)39% off.
$199.00Comparable value $199.00
Only a few left
Moe Sneaker (Men)
Spring Step

Moe Sneaker (Men)

$99.95Current Price $99.95
Whitman Leather Driver (Men)
Eastland

Whitman Leather Driver (Men)

$84.97Current Price $84.97
(26% off)26% off.
$115.00Comparable value $115.00
Only a few left
Laguna Three-Strap River Sandal (Men)
NUNN BUSH

Laguna Three-Strap River Sandal (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
Banner Moc Toe Dress Loafer (Men)
Dockers®

Banner Moc Toe Dress Loafer (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Regan Plain Toe Derby (Men)
Spring Step

Regan Plain Toe Derby (Men)

$88.97Current Price $88.97
(1% off)1% off.
$89.95Comparable value $89.95
Hoover Slip-On Sneaker (Men)
Spring Step

Hoover Slip-On Sneaker (Men)

$99.95Current Price $99.95
Only a few left
Durham Sneaker (Men)
Deer Stags

Durham Sneaker (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Unwind Flannel Slipper (Men)
New!
Staheekum

Unwind Flannel Slipper (Men)

$29.97Current Price $29.97
(45% off)45% off.
$55.00Comparable value $55.00
Griffin Sneaker (Men)
Spring Step

Griffin Sneaker (Men)

$99.95Current Price $99.95
Gradient Sandal (Men)
Spring Step

Gradient Sandal (Men)

$79.95Current Price $79.95
Dirk Loafer (Men)
New!
Rockport

Dirk Loafer (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
Dante Lug Sole Derby (Men)
Eastland

Dante Lug Sole Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Only a few left
Braden Plain Toe Oxford (Men)
Dockers®

Braden Plain Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Only a few left
Conway Canvas Slip-On Sneaker - Wide Width Available
NUNN BUSH

Conway Canvas Slip-On Sneaker - Wide Width Available

$64.97Current Price $64.97
(13% off)13% off.
$75.00Comparable value $75.00
(2)
Calm Sneaker (Men)
Johnston & Murphy

Calm Sneaker (Men)

$49.97Current Price $49.97
(61% off)61% off.
$129.00Comparable value $129.00
(7)
Anders Perforated Sneaker (Men)
New!
Johnston & Murphy

Anders Perforated Sneaker (Men)

$59.97Current Price $59.97
(58% off)58% off.
$145.00Comparable value $145.00
(9)
Kasler Lug Sole Sneaker (Men)
New!
Johnston & Murphy

Kasler Lug Sole Sneaker (Men)

$49.97Current Price $49.97
(61% off)61% off.
$129.00Comparable value $129.00
'Daily Double' Chelsea Boot (Men)
Eastland

'Daily Double' Chelsea Boot (Men)

$104.97Current Price $104.97
(16% off)16% off.
$125.00Comparable value $125.00
(8)
Only a few left
Whiddon Cap Toe Oxford - Wide Width Available
New!
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(3)
Only a few left
RC42 Sneaker (Women)
New Balance

RC42 Sneaker (Women)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
Relaxed Fit® Corliss Sneaker (Men)
New!
SKECHERS

Relaxed Fit® Corliss Sneaker (Men)

$39.97Current Price $39.97
(48% off)48% off.
$78.00Comparable value $78.00
'Great Jones' Wingtip (Men)
New!
Cole Haan

'Great Jones' Wingtip (Men)

$84.97Current Price $84.97
(5)
Only a few left
Valencia Oxford (Men)
New!
Deer Stags

Valencia Oxford (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
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
Karst Flat (Men)
New!
Camper

Karst Flat (Men)

$119.97Current Price $119.97
(36% off)36% off.
$190.00Comparable value $190.00
(1)
Hayden Slipper (Men)
Black Friday Deal
UGG®

Hayden Slipper (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Peu Terreno Sneaker (Men)
New!
Camper

Peu Terreno Sneaker (Men)

$109.97Current Price $109.97
(37% off)37% off.
$175.00Comparable value $175.00
Only a few left
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