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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1201 items
Original Grand Energy One Wing Oxford (Men)
Cole Haan

Original Grand Energy One Wing Oxford (Men)

$119.97Current Price $119.97
(53% off)53% off.
$260.00Comparable value $260.00
(1)
Chamberlin Grand Chukka Boot (Men)
New Markdown
Cole Haan

Chamberlin Grand Chukka Boot (Men)

$97.47 – $129.97Current Price $97.47 to $129.97
(Up to 66% off select items)Up to 66% off select items.
$290.00Comparable value $290.00
(1)
Cory Embossed Penny Loafer (Men)
Rockport

Cory Embossed Penny Loafer (Men)

$99.95Current Price $99.95
(23% off)23% off.
$130.00Comparable value $130.00
(2)
Wrapt Hiking Sneaker (Men)
Merrell

Wrapt Hiking Sneaker (Men)

$69.97Current Price $69.97
(41% off)41% off.
$120.00Comparable value $120.00
(227)
x DMX™ Brock Sneaker (Men)
New Markdown
Rockport

x DMX™ Brock Sneaker (Men)

$32.48 – $49.97Current Price $32.48 to $49.97
(Up to 79% off select items)Up to 79% off select items.
$155.00Comparable value $155.00
Bal Sneaker (Men)
New!
New Balance

Bal Sneaker (Men)

$99.97Current Price $99.97
(50% off)50% off.
$199.99Comparable value $199.99
(29)
Calderone Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Calderone Plain Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
(4)
515 Sneaker (Men)
New!
New Balance

515 Sneaker (Men)

Add to Bag or Wish List to see price(3)
Stamina Slip-On Sneaker
SKECHERS

Stamina Slip-On Sneaker

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(7)
Alpine 83 Recraft Sneaker (Men)
New!
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
(179)
Seaside II Slide Sandal (Men)
UGG®

Seaside II Slide Sandal (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Only a few left
Carlson Bit Loafer (Men)
Nordstrom

Carlson Bit Loafer (Men)

$39.98 – $59.97Current Price $39.98 to $59.97
(Up to 55% off select items)Up to 55% off select items.
$89.95Comparable value $89.95
(20)
Kore City Walk Canvas Moc Toe Slip-On Sneaker - Wide Width Available (Men)
New Markdown
NUNN BUSH

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

$37.47 – $49.97Current Price $37.47 to $49.97
(Up to 53% off select items)Up to 53% off select items.
$80.00Comparable value $80.00
(19)
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
Baya Slide Sandal (Men)
CROCS

Baya Slide Sandal (Men)

Add to Bag or Wish List to see price(1783)
Ponte Knit Moc Toe Sneaker (Men)
New Markdown
NUNN BUSH

Ponte Knit Moc Toe Sneaker (Men)

$35.18 – $54.97Current Price $35.18 to $54.97
(Up to 60% off select items)Up to 60% off select items.
$90.00Comparable value $90.00
(4)
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$59.97 – $89.97Current Price $59.97 to $89.97
(Up to 40% off)Up to 40% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(1)
Wallaston Low Chukka Boot (Men)
New!
Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Twins Mismatched Sneaker (Men)
New!
Camper

Twins Mismatched Sneaker (Men)

$104.97 – $119.97Current Price $104.97 to $119.97
(Up to 35% off)Up to 35% off.
$160.00 – $185.00Comparable value $160.00 to $185.00
(3)
Tobias Plain Toe Derby (Men)
Børn

Tobias Plain Toe Derby (Men)

$49.97Current Price $49.97
(56% off)56% off.
$115.00Comparable value $115.00
(1)
Chase Plain Toe Derby (Men)
NUNN BUSH

Chase Plain Toe Derby (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(5)
Bistro Graphic Clog
CROCS

Bistro Graphic Clog

$39.97Current Price $39.97
(27% off)27% off.
$54.99Comparable value $54.99
(1844)
T500 Tennis Sneaker (Men)
New!
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
(104)
Craftwell Slip-On (Men)
Clarks®

Craftwell Slip-On (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Tayo Embossed Loafer (Men)
Rockport

Tayo Embossed Loafer (Men)

$39.97Current Price $39.97
(68% off)68% off.
$125.00Comparable value $125.00
(2)
Grand Crosscourt Sneaker (Men)
New Markdown
Cole Haan

Grand Crosscourt Sneaker (Men)

$64.98 – $76.96Current Price $64.98 to $76.96
(Up to 62% off)Up to 62% off.
$175.00Comparable value $175.00
Kore City Walk EZ Hands Free Work Shoe (Men)
NUNN BUSH

Kore City Walk EZ Hands Free Work Shoe (Men)

$64.97Current Price $64.97
(27% off)27% off.
$90.00Comparable value $90.00
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)
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)
Gender Inclusive Realtree Edge Camo Baya Clog
CROCS

Gender Inclusive Realtree Edge Camo Baya Clog

$39.97Current Price $39.97
(33% off)33% off.
$59.99Comparable value $59.99
(17)
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
(75)
Jenson Chelsea Boot (Men)
New Markdown
Johnston & Murphy

Jenson Chelsea Boot (Men)

$136.48Current Price $136.48
(58% off)58% off.
$328.00Comparable value $328.00
(3)
Original Grand Energy One Cap Toe Oxford (Men)
Cole Haan

Original Grand Energy One Cap Toe Oxford (Men)

$119.97Current Price $119.97
(52% off)52% off.
$250.00Comparable value $250.00
(3)
Only a few left
Eli Suede Chukka Boot (Men)
Børn

Eli Suede Chukka Boot (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
(2)
Gender Inclusive Made in USA 996 V1 Sneaker
New Balance

Gender Inclusive Made in USA 996 V1 Sneaker

$79.97Current Price $79.97
(54% off)54% off.
$174.99Comparable value $174.99
(97)
Holden Plain Toe Derby (Men)
Johnston & Murphy

Holden Plain Toe Derby (Men)

$99.97Current Price $99.97
(22% off)22% off.
$129.00Comparable value $129.00
(153)
Only a few left
Grand Atlantic Chelsea Boot (Men)
New Markdown
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$74.96 – $99.97Current Price $74.96 to $99.97
(Up to 62% off select items)Up to 62% off select items.
$200.00Comparable value $200.00
(2)
Langley Penny Loafer (Men)
Børn

Langley Penny Loafer (Men)

$59.97 – $89.97Current Price $59.97 to $89.97
(Up to 57% off)Up to 57% off.
$140.00Comparable value $140.00
(5)
Agility Peak 5 Running Shoe (Men)
Merrell

Agility Peak 5 Running Shoe (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(198)
Keefe Cap Toe Oxford (Men)
Rockport

Keefe Cap Toe Oxford (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
Grand Crosscourt 20.4.7 Sneaker (Men)
New Markdown
Cole Haan

Grand Crosscourt 20.4.7 Sneaker (Men)

$71.48 – $109.97Current Price $71.48 to $109.97
(Up to 59% off select items)Up to 59% off select items.
$175.00Comparable value $175.00
x DMX™ Colby Sneaker (Men)
Rockport

x DMX™ Colby Sneaker (Men)

$49.97Current Price $49.97
(69% off)69% off.
$165.00Comparable value $165.00
(1)
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)
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)
Valiant Slip Resistant Slip-On Sneaker (Men)
Dr. Scholl's

Valiant Slip Resistant Slip-On Sneaker (Men)

$60.00Current Price $60.00
(22)
Motion Trek Sneaker (Men)
New!
Clarks®

Motion Trek Sneaker (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
Gordon Sandal
Dr. Scholl's

Gordon Sandal

$42.25 – $65.00Current Price $42.25 to $65.00
(Up to 50% off select items)Up to 50% off select items.
$85.00Comparable value $85.00
(62)
GrandPro FeatherArc Bike Toe Sneaker (Men)
Cole Haan

GrandPro FeatherArc Bike Toe Sneaker (Men)

$64.98 – $99.97Current Price $64.98 to $99.97
(Up to 59% off select items)Up to 59% off select items.
$160.00Comparable value $160.00
(3)
Gender Inclusive 574 Sneaker
New Balance

Gender Inclusive 574 Sneaker

$59.97 – $69.97Current Price $59.97 to $69.97
(Up to 40% off)Up to 40% off.
$89.99 – $99.99Comparable value $89.99 to $99.99
(230)
Fresh Foam Roav Running Shoe (Men)
New Balance

Fresh Foam Roav Running Shoe (Men)

Add to Bag or Wish List to see price(62)
Brody Chelsea Boot (Men)
Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97
(57% off)57% off.
$165.00Comparable value $165.00
(18)
Otto Chukka Boot - Wide Width Available (Men)
New Markdown
NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$33.72 – $79.97Current Price $33.72 to $79.97
(Up to 64% off select items)Up to 64% off select items.
$95.00 – $110.00Comparable value $95.00 to $110.00
(13)
BIOM® 2.2 Sneaker (Men)
ECCO

BIOM® 2.2 Sneaker (Men)

$134.97Current Price $134.97
(30% off)30% off.
$195.00Comparable value $195.00
Born Ashram II Lace-Up Sneaker (Men)
Børn

Born Ashram II Lace-Up Sneaker (Men)

$44.98 – $74.97Current Price $44.98 to $74.97
(Up to 61% off select items)Up to 61% off select items.
$115.00 – $125.00Comparable value $115.00 to $125.00
(89)
Pelotas Mars Sneaker (Men)
Camper

Pelotas Mars Sneaker (Men)

$149.97Current Price $149.97
(41% off)41% off.
$255.00Comparable value $255.00
(1)
Huck Toggle Sandal - Wide Width Available (Men)
NUNN BUSH

Huck Toggle Sandal - Wide Width Available (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
Otto Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Otto Plain Toe Derby - Wide Width Available (Men)

$24.99 – $74.97Current Price $24.99 to $74.97
(Up to 70% off select items)Up to 70% off select items.
$85.00 – $100.00Comparable value $85.00 to $100.00
(7)
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
Original Grand Energyweave Stitchlite™ Oxford (Men)
Cole Haan

Original Grand Energyweave Stitchlite™ Oxford (Men)

$41.23 – $74.97Current Price $41.23 to $74.97
(Up to 72% off select items)Up to 72% off select items.
$150.00Comparable value $150.00
(2)
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)
480L Sneaker (Men)
New!
New Balance

480L Sneaker (Men)

$49.97Current Price $49.97
(50% off)50% off.
$99.99Comparable value $99.99
(211)
Sport Stratten Leather Boot (Men)
Ariat

Sport Stratten Leather Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(52)
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
(4)
Axton Slip-On (Men)
Nordstrom

Axton Slip-On (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(10)
Conway Moc Toe Oxford Sneaker (Men) (Wide Width Available)
NUNN BUSH

Conway Moc Toe Oxford Sneaker (Men) (Wide Width Available)

$49.97Current Price $49.97
(33% off)33% off.
$75.00Comparable value $75.00
(1)
Karnak Water Resistant Plain Toe Boot (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Gender Inclusive 1906 Utility Sneaker
New!
New Balance

Gender Inclusive 1906 Utility Sneaker

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
(6)
Gender Inclusive Offroad Sport Clog
CROCS

Gender Inclusive Offroad Sport Clog

Add to Bag or Wish List to see price(1011)
Sync Derby - Wide Width Available (Men)
Dr. Scholl's

Sync Derby - Wide Width Available (Men)

$59.97 – $65.00Current Price $59.97 to $65.00
(Up to 31% off)Up to 31% off.
$85.00 – $95.00Comparable value $85.00 to $95.00
(54)
OriginalGrand Energyweave Wing Oxford (Men)
Cole Haan

OriginalGrand Energyweave Wing Oxford (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(6)
Go Walk Flex Sneaker (Men)
SKECHERS

Go Walk Flex Sneaker (Men)

$49.97Current Price $49.97
(Up to 33% off)Up to 33% off.
$70.00 – $75.00Comparable value $70.00 to $75.00
(9)
Relaxed Fit® Corliss Sneaker (Men)
SKECHERS

Relaxed Fit® Corliss Sneaker (Men)

$39.97Current Price $39.97
(48% off)48% off.
$78.00Comparable value $78.00
(30)
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