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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1203 items
Downtown Stonewash Suede Cowboy Boot (Men)
Ariat

Downtown Stonewash Suede Cowboy Boot (Men)

$129.97Current Price $129.97
(45% off)45% off.
$239.95Comparable value $239.95
(14)
Only a few left
Kore Pro Plain Toe Derby (Men)
NUNN BUSH

Kore Pro Plain Toe Derby (Men)

$84.97Current Price $84.97
(15% off)15% off.
$100.00Comparable value $100.00
(1)
Pix Boot (Men)
Camper

Pix Boot (Men)

$139.97Current Price $139.97
(36% off)36% off.
$220.00Comparable value $220.00
Only a few left
Uneek Platform Mary Jane Sandal (Women)
KEEN

Uneek Platform Mary Jane Sandal (Women)

$59.96Current Price $59.96
(62% off)62% off.
$160.00Comparable value $160.00
(7)
Only a few left
Kore EZ Hero Loafer (Men)
NUNN BUSH

Kore EZ Hero Loafer (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Futurity Relentless Western Boot (Men)
Ariat

Futurity Relentless Western Boot (Men)

$169.97Current Price $169.97
(43% off)43% off.
$299.95Comparable value $299.95
(2)
Circuit Leather Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

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

$64.97 – $74.97Current Price $64.97 to $74.97
(Up to 31% off)Up to 31% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(16)
Darwyn Fisherman Leather Sandal
Rockport

Darwyn Fisherman Leather Sandal

$79.95Current Price $79.95
(20% off)20% off.
$100.00Comparable value $100.00
(5)
City Walk EZ Slip-On Sneaker (Men)
NUNN BUSH

City Walk EZ Slip-On Sneaker (Men)

$31.47 – $49.97Current Price $31.47 to $49.97
(Up to 62% off select items)Up to 62% off select items.
$85.00Comparable value $85.00
Gender Inclusive 1906A Running Shoe
New Balance

Gender Inclusive 1906A Running Shoe

$99.97Current Price $99.97
(41% off)41% off.
$169.99Comparable value $169.99
(97)
Garfield Plain Toe Chukka Boot (Men)
Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Max Cushioning Suspension Sneaker (Men)
New!
SKECHERS

Max Cushioning Suspension Sneaker (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(14)
Barlin Comfort Slide Sandal (Men)
Dockers®

Barlin Comfort Slide Sandal (Men)

$44.99Current Price $44.99
(43% off)43% off.
$80.00Comparable value $80.00
(3)
Boulder Work Boot (Men)
Dr. Scholl's

Boulder Work Boot (Men)

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(2)
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 41% off)Up to 41% off.
$85.00Comparable value $85.00
(11)
Delgado SUPRO Derby (Men)
Deer Stags

Delgado SUPRO Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Charge Work Boot - Wide Width Available
Dr. Scholl's

Charge Work Boot - Wide Width Available

$84.97Current Price $84.97
(34% off)34% off.
$130.00Comparable value $130.00
(44)
Maverick Plain Toe Derby (Men)
Rockport

Maverick Plain Toe Derby (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
Barklay Canvas Derby - Wide Width Available (Men)
NUNN BUSH

Barklay Canvas Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
(32)
Dresslite Bike Toe Slip-On (Men)
New!
Clarks®

Dresslite Bike Toe Slip-On (Men)

$79.97Current Price $79.97
(23% off)23% off.
$105.00Comparable value $105.00
Heritage Western Boot (Men)
Ariat

Heritage Western Boot (Men)

$139.97Current Price $139.97
(26% off)26% off.
$189.95Comparable value $189.95
(345)
ØriginalGrand Remastered Stitchlite™ Oxford (Men)
Cole Haan

ØriginalGrand Remastered Stitchlite™ Oxford (Men)

$99.97Current Price $99.97
(33% off)33% off.
$150.00Comparable value $150.00
(9)
RC42 Sneaker (Women)
New Balance

RC42 Sneaker (Women)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(88)
Only a few left
Bayaband Clog
CROCS

Bayaband Clog

$39.97Current Price $39.97
(27% off)27% off.
$54.99Comparable value $54.99
(3668)
Sport Patriot Cowboy Boot (Men)
Ariat

Sport Patriot Cowboy Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$169.95Comparable value $169.95
(289)
Futurity Cashout Square Toe Boot (Men)
Ariat

Futurity Cashout Square Toe Boot (Men)

$169.97Current Price $169.97
(39% off)39% off.
$279.95Comparable value $279.95
(9)
ØriginalGrand Quadstreak Running Shoe (Men)
Cole Haan

ØriginalGrand Quadstreak Running Shoe (Men)

$109.97Current Price $109.97
(35% off)35% off.
$170.00Comparable value $170.00
(1)
Shorewood Comfort Fisherman Sandal (Men)
Dockers®

Shorewood Comfort Fisherman Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(13)
'Nordic' Slipper (Men)
New!
Deer Stags

'Nordic' Slipper (Men)

$34.97Current Price $34.97
(41% off)41% off.
$60.00Comparable value $60.00
(439)
480 Basketball Sneaker (Men)
New Balance

480 Basketball Sneaker (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(204)
Futurity Cashout Square Toe Boot (Men)
Ariat

Futurity Cashout Square Toe Boot (Men)

$169.97Current Price $169.97
(39% off)39% off.
$279.95Comparable value $279.95
(6)
Chadwick Cap Toe Boot (Men)
Johnston & Murphy

Chadwick Cap Toe Boot (Men)

$89.97Current Price $89.97
(54% off)54% off.
$198.00Comparable value $198.00
(2)
Cowpuncher Venttek Western Boot (Men)
Ariat

Cowpuncher Venttek Western Boot (Men)

$149.97Current Price $149.97
(42% off)42% off.
$259.95Comparable value $259.95
(35)
Newpage Sandal
Dockers®

Newpage Sandal

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(64)
Stance Wingtip Derby - Wide Width Available (Men)
NUNN BUSH

Stance Wingtip Derby - Wide Width Available (Men)

$38.98 – $64.97Current Price $38.98 to $64.97
(Up to 56% off select items)Up to 56% off select items.
$90.00Comparable value $90.00
(6)
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
(1)
Danridge Cap Toe Oxford (Men)
Johnston & Murphy

Danridge Cap Toe Oxford (Men)

$89.97Current Price $89.97
(45% off)45% off.
$165.00Comparable value $165.00
(85)
Centro Flex Formal Loafer - Wide Width Available (Men)
NUNN BUSH

Centro Flex Formal Loafer - Wide Width Available (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
(1)
Bleeker Street Leather Loafer (Men)
NUNN BUSH

Bleeker Street Leather Loafer (Men)

$84.97Current Price $84.97
(Up to 10% off select items)Up to 10% off select items.
$85.00 – $95.00Comparable value $85.00 to $95.00
Slip-Ins® GO RUN 7.0 Sneaker (Men)
SKECHERS

Slip-Ins® GO RUN 7.0 Sneaker (Men)

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(15)
Telford Lace-Up Boot (Men)
Dockers®

Telford Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Gender Inclusive 740 Sneaker
New!
New Balance

Gender Inclusive 740 Sneaker

$59.97Current Price $59.97
(45% off)45% off.
$109.99Comparable value $109.99
(318)
550 Basketball Sneaker (Men)
New Balance

550 Basketball Sneaker (Men)

$69.97Current Price $69.97
(36% off)36% off.
$109.99Comparable value $109.99
(8)
Oak Moccasin Slipper (Men)
New!
Minnetonka

Oak Moccasin Slipper (Men)

$34.97Current Price $34.97
(Up to 53% off)Up to 53% off.
$69.95 – $74.95Comparable value $69.95 to $74.95
Luca Moc Toe Penny Loafer (Men)
NUNN BUSH

Luca Moc Toe Penny Loafer (Men)

$69.97 – $74.97Current Price $69.97 to $74.97
(Up to 30% off)Up to 30% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
Float Lace-Up SeaCycled™ Duck Boot (Men)
Sperry

Float Lace-Up SeaCycled™ Duck Boot (Men)

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
Renegade Western Boot (Men)
Ariat

Renegade Western Boot (Men)

$119.97Current Price $119.97
(45% off)45% off.
$219.95Comparable value $219.95
(10)
Only a few left
Top-Sider Saltwater Quilted Duck Boot (Men)
Sperry

Top-Sider Saltwater Quilted Duck Boot (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(1)
480 Basketball Sneaker (Men)
New Balance

480 Basketball Sneaker (Men)

$54.97Current Price $54.97
(38% off)38% off.
$89.99Comparable value $89.99
(193)
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)
Sport Square Toe Cowboy Boot (Men)
Ariat

Sport Square Toe Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(34)
Only a few left
Flip Flop (Men)
Dockers®

Flip Flop (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(10)
Pinch Penny Loafer (Men)
New!
Cole Haan

Pinch Penny Loafer (Men)

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
(7)
Only a few left
Helsinki Classic Bike Toe Loafer (Men)
ECCO

Helsinki Classic Bike Toe Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(14)
Sport Pardner Western Boot (Men)
Ariat

Sport Pardner Western Boot (Men)

$119.97Current Price $119.97
(25% off)25% off.
$159.95Comparable value $159.95
(49)
Only a few left
Easton SUPRO Derby (Men)
Deer Stags

Easton SUPRO Derby (Men)

$54.97Current Price $54.97
(15% off)15% off.
$65.00Comparable value $65.00
(1)
Endeavor 6-Inch Waterproof Work Boot (Men)
Ariat

Endeavor 6-Inch Waterproof Work Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$199.95Comparable value $199.95
(87)
Only a few left
1912 Plain Toe Chelsea Boot (Men)
NUNN BUSH

1912 Plain Toe Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(2)
Futurity Rider Western Boot (Men)
Ariat

Futurity Rider Western Boot (Men)

$149.97Current Price $149.97
(46% off)46% off.
$279.95Comparable value $279.95
(8)
2.ZeroGrand Plain Toe Derby (Men)
Cole Haan

2.ZeroGrand Plain Toe Derby (Men)

$119.97Current Price $119.97
(58% off)58% off.
$289.00Comparable value $289.00
(45)
Only a few left
Classic 6-Inch Waterproof Boot (Men)
New!
Timberland

Classic 6-Inch Waterproof Boot (Men)

$89.97Current Price $89.97
(46% off)46% off.
$168.00Comparable value $168.00
(1)
Highpoint Derby (Men)
Florsheim

Highpoint Derby (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(7)
Ringer Western Boot (Men)
Ariat

Ringer Western Boot (Men)

$129.97Current Price $129.97
(50% off)50% off.
$259.95Comparable value $259.95
(29)
Newmark Grand Penny Loafer (Men)
Cole Haan

Newmark Grand Penny Loafer (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
(2)
Shasta Gore-Tex® Waterproof Boot (Women)
UGG®

Shasta Gore-Tex® Waterproof Boot (Women)

$249.97Current Price $249.97
(50% off)50% off.
$500.00Comparable value $500.00
(10)
Williamsburg Bike Toe Derby - Wide Width Available (Men)
Deer Stags

Williamsburg Bike Toe Derby - Wide Width Available (Men)

$44.97Current Price $44.97
(47% off)47% off.
$85.00Comparable value $85.00
(5)
Grand Lug Sole Boot (Men)
Cole Haan

Grand Lug Sole Boot (Men)

$99.97Current Price $99.97
(25% off)25% off.
$135.00Comparable value $135.00
(1)
Gender Inclusive Venga Western Boot
Camper

Gender Inclusive Venga Western Boot

$314.97Current Price $314.97
(51% off)51% off.
$650.00Comparable value $650.00
(4)
Echo Clog (Women)
CROCS

Echo Clog (Women)

Add to Bag or Wish List to see price(714)
Only a few left
Rio Bravo Closed Toe Fisherman Sandal - Wide Width Available (Men)
NUNN BUSH

Rio Bravo Closed Toe Fisherman Sandal - Wide Width Available (Men)

$17.98 – $44.97Current Price $17.98 to $44.97
(Up to 76% off select items)Up to 76% off select items.
$75.00Comparable value $75.00
(35)
Saltwater Duck Boot (Men)
Sperry

Saltwater Duck Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
Only a few left
Top-Sider Saltwater Quilted Shaft Duck Boot (Men)
Sperry

Top-Sider Saltwater Quilted Shaft Duck Boot (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(69)
Only a few left
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