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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1201 items
GO RUN Razor 5 Running Shoe (Men)
SKECHERS

GO RUN Razor 5 Running Shoe (Men)

$84.97Current Price $84.97
(34% off)34% off.
$130.00Comparable value $130.00
(15)
Tempo Sol Hiking Sneaker (Men)
Merrell

Tempo Sol Hiking Sneaker (Men)

$62.97Current Price $62.97
(21% off)21% off.
$80.00Comparable value $80.00
(3)
Tobias Lug Sole Boot (Men)
Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(1)
Pivota Sneaker (Men)
Dockers®

Pivota Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Craftwell Lace-Up Boot (Men)
Clarks®

Craftwell Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Odell II Wingtip Boot (Men)
NUNN BUSH

Odell II Wingtip Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(2)
Slip-ins®: GO RUN Elevate 2.0™ - Banyan Running Shoe (Men)
New!
SKECHERS

Slip-ins®: GO RUN Elevate 2.0™ - Banyan Running Shoe (Men)

$52.97Current Price $52.97
(51% off)51% off.
$110.00Comparable value $110.00
Walden Penny Loafer (Men)
Camper

Walden Penny Loafer (Men)

$149.97Current Price $149.97
(23% off)23% off.
$195.00Comparable value $195.00
(4)
Only a few left
Madison Menox Derby (Men)
Dr. Scholl's

Madison Menox Derby (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(3)
Only a few left
Beacon Boat Shoe (Men)
Dockers®

Beacon Boat Shoe (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
(31)
Soft 7 Slip-On Sneaker (Men)
ECCO

Soft 7 Slip-On Sneaker (Men)

$59.98 – $74.96Current Price $59.98 to $74.96
(Up to 65% off)Up to 65% off.
$175.00Comparable value $175.00
(9)
Only a few left
Alvern Slip-On Sneaker (Men)
SKECHERS

Alvern Slip-On Sneaker (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(5)
Only a few left
Slip-In® 3D Energy Slip-On Sneaker (Men)
SKECHERS

Slip-In® 3D Energy Slip-On Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(15)
FuelCell Propel V5 Running Shoe (Men)
New!
New Balance

FuelCell Propel V5 Running Shoe (Men)

$89.97Current Price $89.97
(25% off)25% off.
$119.99Comparable value $119.99
(90)
450 Dirt Sneaker (Men)
KEEN

450 Dirt Sneaker (Men)

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(61)
Only a few left
Craftwell Sneaker (Men)
New!
Clarks®

Craftwell Sneaker (Men)

$64.97 – $79.97Current Price $64.97 to $79.97
(Up to 35% off)Up to 35% off.
$100.00Comparable value $100.00
Wade Work Slip Resistant Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Wade Work Slip Resistant Plain Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(7)
Baxter Boot (Men)
Eastland

Baxter Boot (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
Sailview Lace-Up Shoe (Men)
Clarks®

Sailview Lace-Up Shoe (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Gender Inclusive WRPD Runner Sneaker
New!
New Balance

Gender Inclusive WRPD Runner Sneaker

$79.97Current Price $79.97
(46% off)46% off.
$149.99Comparable value $149.99
(20)
Patterson Cap Toe Chukka Boot (Men)
New Markdown
Eastland

Patterson Cap Toe Chukka Boot (Men)

$44.96Current Price $44.96
(50% off)50% off.
$90.00Comparable value $90.00
Tempo Sol Hiking Sneaker (Men)
Merrell

Tempo Sol Hiking Sneaker (Men)

$62.97Current Price $62.97
(21% off)21% off.
$80.00Comparable value $80.00
(3)
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)
Cryus Chelsea Boot (Men)
New Markdown
Eastland

Cryus Chelsea Boot (Men)

$44.96 – $44.97Current Price $44.96 to $44.97
(50% off)50% off.
$90.00Comparable value $90.00
(11)
Breeze Sandal (Men)
New!
Clarks®

Breeze Sandal (Men)

$49.97Current Price $49.97
(33% off)33% off.
$75.00Comparable value $75.00
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
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)
Brody Chukka Boot (Men)
Johnston & Murphy

Brody Chukka Boot (Men)

$109.97Current Price $109.97
(33% off)33% off.
$165.00Comparable value $165.00
(27)
Only a few left
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)
Payton Mini Lug Pebbled Leather Chukka Boot (Men)
Nordstrom

Payton Mini Lug Pebbled Leather Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$129.95Comparable value $129.95
(12)
Only a few left
Baldwin Water Resistant Penny Loafer (Men)
Eastland

Baldwin Water Resistant Penny Loafer (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 28% off)Up to 28% off.
$125.00Comparable value $125.00
(1)
1912 Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

1912 Plain Toe Boot - Wide Width Available (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(6)
Dax Waterproof Chelsea Boot (Men)
Bos. & Co.

Dax Waterproof Chelsea Boot (Men)

$124.97Current Price $124.97
(54% off)54% off.
$275.00Comparable value $275.00
(2)
Only a few left
Searose Comfort Fisherman Sandal (Men)
Dockers®

Searose Comfort Fisherman Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(42)
Peu Cami Sneaker (Men)
Camper

Peu Cami Sneaker (Men)

$134.97Current Price $134.97
(35% off)35% off.
$210.00Comparable value $210.00
(1)
Only a few left
Troy Sneaker (Men)
Dockers®

Troy Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Runner K21 Sneaker (Women)
New!
Camper

Runner K21 Sneaker (Women)

$104.97Current Price $104.97
(34% off)34% off.
$160.00Comparable value $160.00
(1)
Gender Inclusive 1978 Loafer
Camper

Gender Inclusive 1978 Loafer

$154.97Current Price $154.97
(50% off)50% off.
$315.00Comparable value $315.00
(1)
Gender Inclusive 480 Basketball Sneaker
New Balance

Gender Inclusive 480 Basketball Sneaker

$69.97Current Price $69.97
(30% off)30% off.
$99.99Comparable value $99.99
(218)
Plain Toe Derby (Men)
Cole Haan

Plain Toe Derby (Men)

$99.97Current Price $99.97
(66% off)66% off.
$298.00Comparable value $298.00
(2)
Henrick Plain Toe Derby (Men)
Johnston & Murphy

Henrick Plain Toe Derby (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(9)
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
Rowe 2 Eye Boat Shoe (Men)
Dockers®

Rowe 2 Eye Boat Shoe (Men)

$49.99Current Price $49.99
(37% off)37% off.
$80.00Comparable value $80.00
(5)
Only a few left
Santucci Plain Toe Derby (Men)
Florsheim

Santucci Plain Toe Derby (Men)

$79.97Current Price $79.97
(30% off)30% off.
$115.00Comparable value $115.00
(2)
Sailview Sneaker (Men)
Clarks®

Sailview Sneaker (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
(1)
Pregamo Derby (Men)
Florsheim

Pregamo Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(4)
Jackson Moc Toe Venetian Loafer (Men)
Florsheim

Jackson Moc Toe Venetian Loafer (Men)

$59.97Current Price $59.97
(47% off)47% off.
$115.00Comparable value $115.00
(7)
Vern Fly Derby (Men)
New!
Fly London

Vern Fly Derby (Men)

$144.97Current Price $144.97
(45% off)45% off.
$265.00Comparable value $265.00
Only a few left
Flexway Band Slip-On (Men)
Clarks®

Flexway Band Slip-On (Men)

$64.97Current Price $64.97
(27% off)27% off.
$90.00Comparable value $90.00
Only a few left
Tarren High Top Sneaker (Men)
Pajar

Tarren High Top Sneaker (Men)

$69.97Current Price $69.97
(60% off)60% off.
$175.00Comparable value $175.00
Only a few left
Magna Gore-Tex® Waterproof Sneaker (Men)
ara

Magna Gore-Tex® Waterproof Sneaker (Men)

$89.97Current Price $89.97
(51% off)51% off.
$185.00Comparable value $185.00
(1)
Only a few left
Karst Sneaker (Men)
Camper

Karst Sneaker (Men)

$114.97Current Price $114.97
(41% off)41% off.
$195.00Comparable value $195.00
(15)
Andes Driving Shoe (Men)
Børn

Andes Driving Shoe (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(12)
Weltridge Derby (Men)
New!
Clarks®

Weltridge Derby (Men)

$74.97Current Price $74.97
(31% off)31% off.
$110.00Comparable value $110.00
DOCKERS Sunland Sandal (Men)
Dockers®

DOCKERS Sunland Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(38)
Kobarah Flat Slingback Sandal (Men)
Camper

Kobarah Flat Slingback Sandal (Men)

$74.97Current Price $74.97
(34% off)34% off.
$115.00Comparable value $115.00
(1)
Futurity Finalist Genuine Caiman Leather Boot (Men)
Ariat

Futurity Finalist Genuine Caiman Leather Boot (Men)

$299.97Current Price $299.97
(53% off)53% off.
$639.95Comparable value $639.95
(64)
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
Ike Cap Toe Derby (Men)
Eastland

Ike Cap Toe Derby (Men)

$64.97Current Price $64.97
(18% off)18% off.
$80.00Comparable value $80.00
Newpage Sandal
Dockers®

Newpage Sandal

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(64)
Grazie Work Sneaker (Men)
NUNN BUSH

Grazie Work Sneaker (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
Ruvo Plain Toe Leather Derby (Men)
Florsheim

Ruvo Plain Toe Leather Derby (Men)

$99.97Current Price $99.97
(Up to 31% off)Up to 31% off.
$140.00 – $145.00Comparable value $140.00 to $145.00
(24)
Drift Trail Sneaker (Men)
Camper

Drift Trail Sneaker (Men)

$119.97Current Price $119.97
(36% off)36% off.
$190.00Comparable value $190.00
Huck Sport Sandal (Men)
NUNN BUSH

Huck Sport Sandal (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
Nelson Wingtip Derby (Men)
NUNN BUSH

Nelson Wingtip Derby (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
Durham Sneaker (Men)
Deer Stags

Durham Sneaker (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
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)
Finn Plain Toe Boot (Men)
New Markdown
Eastland

Finn Plain Toe Boot (Men)

$44.96Current Price $44.96
(50% off)50% off.
$90.00Comparable value $90.00
(2)
'Daily Double' Chelsea Boot (Men)
New Markdown
Eastland

'Daily Double' Chelsea Boot (Men)

$74.96Current Price $74.96
(40% off)40% off.
$125.00Comparable value $125.00
(8)
Jarvis Moc Toe Slip-On Loafer (Men)
NUNN BUSH

Jarvis Moc Toe Slip-On Loafer (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(1)
Manager Faux Leather Slip-On - Wide Width Available
Deer Stags

Manager Faux Leather Slip-On - Wide Width Available

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(12)
Dennison Boat Shoe (Men)
Dockers®

Dennison Boat Shoe (Men)

$79.99Current Price $79.99
(23% off)23% off.
$105.00Comparable value $105.00
(2)
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