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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1201 items
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
Troy Sneaker (Men)
Dockers®

Troy Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Wagon Sneaker (Men)
Camper

Wagon Sneaker (Men)

$159.97Current Price $159.97
(15% off)15% off.
$190.00Comparable value $190.00
(5)
Only a few left
Chase Work Oxford (Men)
NUNN BUSH

Chase Work Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
550 Basketball Sneaker (Men)
New Balance

550 Basketball Sneaker (Men)

$49.97Current Price $49.97
(64% off)64% off.
$140.00Comparable value $140.00
(23)
Only a few left
PEU Hybrid Sneaker Sandal (Men)
Camper

PEU Hybrid Sneaker Sandal (Men)

$119.97Current Price $119.97
(27% off)27% off.
$165.00Comparable value $165.00
(4)
Only a few left
Hugo Boot
Eastland

Hugo Boot

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Calgary Chukka Boot (Men)
Black Friday Deal
Dockers®

Calgary Chukka Boot (Men)

$59.99Current Price $59.99
(36% off)36% off.
$95.00Comparable value $95.00
Holden Plain Toe Derby (Men)
New!
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
480 Basketball Sneaker (Men)
New Balance

480 Basketball Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$89.99Comparable value $89.99
(6)
Upton Knit Wingtip Derby (Men)
New!
Johnston & Murphy

Upton Knit Wingtip Derby (Men)

$104.97Current Price $104.97
(33% off)33% off.
$159.00Comparable value $159.00
(55)
Chester Lace-Up Sneaker (Men)
ara

Chester Lace-Up Sneaker (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Hedley Plain Toe Monk Shoe (Men)
Johnston & Murphy

Hedley Plain Toe Monk Shoe (Men)

$99.97Current Price $99.97
(49% off)49% off.
$199.00Comparable value $199.00
(2)
Only a few left
Wherever Slipper (Men)
New!
Deer Stags

Wherever Slipper (Men)

$34.97Current Price $34.97
(41% off)41% off.
$60.00Comparable value $60.00
(3)
Match Sandal (Men)
New!
Camper

Match Sandal (Men)

$79.97 – $84.97Current Price $79.97 to $84.97
(Up to 42% off)Up to 42% off.
$140.00Comparable value $140.00
(5)
Pivota Sneaker (Men)
New!
Dockers®

Pivota Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Bangor Chukka Boot
Deer Stags

Bangor Chukka Boot

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
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
Alpine Faux Fur Lined Slipper (Men)
Staheekum

Alpine Faux Fur Lined Slipper (Men)

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
(3)
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)
Leandro Active Rebound River Sandal (Men)
Dockers®

Leandro Active Rebound River Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(6)
Luis Active Rebound Slide Sandal (Men)
Dockers®

Luis Active Rebound Slide Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(3)
Only a few left
Finn Plain Toe Boot (Men)
Eastland

Finn Plain Toe Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(2)
Plainview Oxford
Eastland

Plainview Oxford

$94.97Current Price $94.97
(24% off)24% off.
$125.00Comparable value $125.00
(2)
Montez Non-Slip Sneaker (Men)
Deer Stags

Montez Non-Slip Sneaker (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Stephen Water Resistant Sneaker (Men)
ara

Stephen Water Resistant Sneaker (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Edgar Plain Toe Oxford (Men)
Dockers®

Edgar Plain Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(3)
Summit & Go Faux Fur Lined Slipper (Men)
New!
Staheekum

Summit & Go Faux Fur Lined Slipper (Men)

$24.97Current Price $24.97
(44% off)44% off.
$45.00Comparable value $45.00
(1)
Only a few left
Modern Essentials Wingtip Oxford (Men)
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$109.97Current Price $109.97
(63% off)63% off.
$298.00Comparable value $298.00
(2)
Only a few left
Summit and Go Puffy Slipper (Men)
Staheekum

Summit and Go Puffy Slipper (Men)

$24.97Current Price $24.97
(37% off)37% off.
$40.00Comparable value $40.00
Authentic Original Boat Shoe (Men)
New!
Sperry

Authentic Original Boat Shoe (Men)

$34.99Current Price $34.99
(68% off)68% off.
$110.00Comparable value $110.00
(2)
Surveyor Boat Shoe (Men)
New!
Sperry

Surveyor Boat Shoe (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Madison CFX Slip-On Sneaker (Men)
Dr. Scholl's

Madison CFX Slip-On Sneaker (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(3)
Cambridge Slide Sandal (Men)
Eastland

Cambridge Slide Sandal (Men)

$69.97Current Price $69.97
(12% off)12% off.
$80.00Comparable value $80.00
(5)
Kore EZ Hero Cap Toe Derby (Men)
NUNN BUSH

Kore EZ Hero Cap Toe Derby (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Otto Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Otto Plain Toe Derby - Wide Width Available (Men)

$59.97 – $74.97Current Price $59.97 to $74.97
(Up to 40% off)Up to 40% off.
$100.00Comparable value $100.00
(7)
Pelotas Flota Slide Sandal (Men)
Camper

Pelotas Flota Slide Sandal (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
Lisbon SUPRO Derby (Men)
Deer Stags

Lisbon SUPRO Derby (Men)

$54.97Current Price $54.97
(26% off)26% off.
$75.00Comparable value $75.00
Griff Plain Toe Derby (Wide Width Available) (Men)
NUNN BUSH

Griff Plain Toe Derby (Wide Width Available) (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
Harrington Ct. Derby (Men)
Dr. Scholl's

Harrington Ct. Derby (Men)

$94.97Current Price $94.97
(8)
Drift Trail Water Repellent Sneaker (Men)
Camper

Drift Trail Water Repellent Sneaker (Men)

$129.97Current Price $129.97
(39% off)39% off.
$215.00Comparable value $215.00
Only a few left
'Daily Double' Chelsea Boot (Men)
Eastland

'Daily Double' Chelsea Boot (Men)

$99.97Current Price $99.97
(20% off)20% off.
$125.00Comparable value $125.00
(8)
Santucci Cap Toe Derby (Men)
Florsheim

Santucci Cap Toe Derby (Men)

$79.97Current Price $79.97
(30% off)30% off.
$115.00Comparable value $115.00
(2)
Noah Penny Loafer (Men)
NUNN BUSH

Noah Penny Loafer (Men)

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
Pelotas Athens Sneaker (Men)
Camper

Pelotas Athens Sneaker (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
Only a few left
Flexway Step Slip-On (Men)
Clarks®

Flexway Step Slip-On (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Elmington Perforated Derby (Men)
Black Friday Deal
Dockers®

Elmington Perforated Derby (Men)

$44.99Current Price $44.99
(40% off)40% off.
$75.00Comparable value $75.00
(4)
GO-4-IT Sneaker (Men)
Dockers®

GO-4-IT Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(2)
DOCKERS Sunland Sandal (Men)
Dockers®

DOCKERS Sunland Sandal (Men)

$44.97Current Price $44.97
(35% off)35% off.
$70.00Comparable value $70.00
(38)
Kore Pro Cap Toe Derby (Men)
NUNN BUSH

Kore Pro Cap Toe Derby (Men)

$84.97Current Price $84.97
(15% off)15% off.
$100.00Comparable value $100.00
DOCKERS Fairway Plain Toe Dress Derby (Men)
Dockers®

DOCKERS Fairway Plain Toe Dress Derby (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(1)
Wagon Sneaker (Men)
Camper

Wagon Sneaker (Men)

$109.97 – $119.97Current Price $109.97 to $119.97
(Up to 35% off)Up to 35% off.
$165.00 – $170.00Comparable value $165.00 to $170.00
(4)
Only a few left
Norcross Cap Toe Oxford (Men)
NUNN BUSH

Norcross Cap Toe Oxford (Men)

$89.97Current Price $89.97
(Up to 28% off)Up to 28% off.
$100.00 – $125.00Comparable value $100.00 to $125.00
Metro Derby - Wide Width Available (Men)
Deer Stags

Metro Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(1)
Patrick Leather Loafer (Men)
Eastland

Patrick Leather Loafer (Men)

$84.97Current Price $84.97
(26% off)26% off.
$115.00Comparable value $115.00
(5)
Sebastian Sneaker (Men)
Dr. Scholl's

Sebastian Sneaker (Men)

$60.00Current Price $60.00
(33% off)33% off.
$90.00Comparable value $90.00
(49)
Jarvis Cap Toe Oxford (Men)
NUNN BUSH

Jarvis Cap Toe Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Fly Strike Sneaker (Men)
Merrell

Fly Strike Sneaker (Men)

$64.97Current Price $64.97
(27% off)27% off.
$90.00Comparable value $90.00
(30)
Only a few left
Escape Knit Slip-On Sneaker (Men)
Johnston & Murphy

Escape Knit Slip-On Sneaker (Men)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(14)
Beacon Boat Shoe (Men)
Dockers®

Beacon Boat Shoe (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
(31)
St. Paul Sneaker (Men)
ara

St. Paul Sneaker (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Marshall Water Resistant Sneaker (Men)
ara

Marshall Water Resistant Sneaker (Men)

$89.97Current Price $89.97
(52% off)52% off.
$189.95Comparable value $189.95
Only a few left
Baxter Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Baxter Cap Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(10)
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
Darwyn Qtr Strap Sandal
Rockport

Darwyn Qtr Strap Sandal

$104.97Current Price $104.97
(4)
Whiddon Plaid Toe Derby - Wide Width Available (Men)
Clarks®

Whiddon Plaid Toe Derby - Wide Width Available (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Noah Plain Toe Derby (Men)
Rockport

Noah Plain Toe Derby (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
Roel Penny Loafer (Men)
Fly London

Roel Penny Loafer (Men)

$99.97Current Price $99.97
(55% off)55% off.
$225.00Comparable value $225.00
Only a few left
Adan Mesh Athletic Sneaker (Men)
Black Friday Deal
Dockers®

Adan Mesh Athletic Sneaker (Men)

$44.99Current Price $44.99
(47% off)47% off.
$85.00Comparable value $85.00
Drake Moc Toe Boot (Men)
Eastland

Drake Moc Toe Boot (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Rio Vista 3-Strap River Sandal - Wide Width Available
NUNN BUSH

Rio Vista 3-Strap River Sandal - Wide Width Available

$44.97Current Price $44.97
(40% off)40% off.
$75.00Comparable value $75.00
(9)
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