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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1346 items
Gore-Tex® Waterproof Desert Boot (Men)
New
Clarks® Originals

Gore-Tex® Waterproof Desert Boot (Men)

$89.97Current Price $89.97
(62% off)62% off.
$240.00Comparable value $240.00
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
(8)
Pregamo Cap Toe Derby (Men)
Clear The Rack
Florsheim

Pregamo Cap Toe Derby (Men)

$50.60 – $89.97Current Price $50.60 to $89.97
(Extra 25% off select items)Includes extra 25% off select items.
$67.47Previous Price $67.47
$140.00Comparable value $140.00
(42)
Gender Inclusive 475 Sneaker
New Balance

Gender Inclusive 475 Sneaker

$69.97Current Price $69.97
(36% off)36% off.
$109.99Comparable value $109.99
(4)
Aldwin Limit Wingtip Derby (Men)
Clarks®

Aldwin Limit Wingtip Derby (Men)

$69.97Current Price $69.97
(41% off)41% off.
$120.00Comparable value $120.00
(1)
Brantin Plain Toe Derby (Men)
Clarks®

Brantin Plain Toe Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
GrandPro Rally Canvas Court Sneaker (Men)
Cole Haan

GrandPro Rally Canvas Court Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
Speed Strike 2 Hiking Shoe (Men)
Merrell

Speed Strike 2 Hiking Shoe (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(4)
Circuit Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Circuit Plain Toe Chukka Boot - Wide Width Available (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(17)
Chase Moc Toe Loafer - Wide Width Available (Men)
NUNN BUSH

Chase Moc Toe Loafer - Wide Width Available (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 41% off)Up to 41% off.
$85.00Comparable value $85.00
(5)
Lagrange Moc Toe Loafer (Men)
ara

Lagrange Moc Toe Loafer (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Tyler 38 Slip-On (Men)
Josef Seibel

Tyler 38 Slip-On (Men)

$64.97Current Price $64.97
(56% off)56% off.
$150.00Comparable value $150.00
(4)
Carmelo Plain Toe Derby - Wide Width Available (Men)
New
NUNN BUSH

Carmelo Plain Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(18)
Howard Wingtip Oxford (Men)
Clarks®

Howard Wingtip Oxford (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(1)
Lavoy Moc Toe Lace-Up (Men)
New
Johnston & Murphy

Lavoy Moc Toe Lace-Up (Men)

$79.97Current Price $79.97
(52% off)52% off.
$169.00Comparable value $169.00
Lewis Grand Bit Loafer (Men)
New
Cole Haan

Lewis Grand Bit Loafer (Men)

$119.97Current Price $119.97
(45% off)45% off.
$220.00Comparable value $220.00
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Fresh Foam X 1080 v14 Running Shoe (Men)
New
New Balance

Fresh Foam X 1080 v14 Running Shoe (Men)

$99.97Current Price $99.97
(39% off)39% off.
$164.99Comparable value $164.99
(1152)
Soft 60 Sneaker (Men)
ECCO

Soft 60 Sneaker (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(3)
Cormac Cap Toe Derby (Men)
New
Johnston & Murphy

Cormac Cap Toe Derby (Men)

$109.97Current Price $109.97
(62% off)62% off.
$295.00Comparable value $295.00
(2)
Only a few left
Grand Venetian Driver Loafer (Men)
Cole Haan

Grand Venetian Driver Loafer (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(13)
Maddox Sneaker
Børn

Maddox Sneaker

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(14)
'Voyageur' Hiking Shoe (Men)
KEEN

'Voyageur' Hiking Shoe (Men)

$74.97Current Price $74.97
(48% off)48% off.
$145.00Comparable value $145.00
(327)
Only a few left
Matteo Sneaker (Men)
Clear The Rack
Florsheim

Matteo Sneaker (Men)

$50.60Current Price $50.60
(Extra 25% off)Includes extra 25% off.
$67.47Previous Price $67.47
$120.00Comparable value $120.00
(3)
Sync Derby - Wide Width Available (Men)
Dr. Scholl's

Sync Derby - Wide Width Available (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(59)
Colletie Sneaker (Men)
Rockport

Colletie Sneaker (Men)

$89.95Current Price $89.95
(28% off)28% off.
$125.00Comparable value $125.00
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$49.97Current Price $49.97
(Up to 47% off)Up to 47% off.
$85.00 – $95.00Comparable value $85.00 to $95.00
(13)
Hobbs Lace-Up Sneaker (Men)
Dockers®

Hobbs Lace-Up Sneaker (Men)

$29.99Current Price $29.99
(45% off)45% off.
$55.00Comparable value $55.00
Jaimie Derby Sneaker (Men)
Rockport

Jaimie Derby Sneaker (Men)

$89.95Current Price $89.95
(30% off)30% off.
$130.00Comparable value $130.00
Authentic Original 2-Eye Boat Shoe (Men)
New
Sperry

Authentic Original 2-Eye Boat Shoe (Men)

$69.97Current Price $69.97
(60% off)60% off.
$175.00Comparable value $175.00
Only a few left
RC42 Sneaker (Women)
Clear The Rack
New Balance

RC42 Sneaker (Women)

$37.49 – $79.97Current Price $37.49 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$49.99Previous Price $49.99
$99.99Comparable value $99.99
(156)
Kore Swift Derby - Wide Width Available (Men)
NUNN BUSH

Kore Swift Derby - Wide Width Available (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Grand Hurrion Cap Toe Derby (Men)
Clear The Rack
Cole Haan

Grand Hurrion Cap Toe Derby (Men)

$67.48Current Price $67.48
(Extra 25% off)Includes extra 25% off.
$89.98Previous Price $89.98
$230.00Comparable value $230.00
(3)
Dresslite Bike Toe Slip-On (Men)
New
Clarks®

Dresslite Bike Toe Slip-On (Men)

$74.97 – $79.97Current Price $74.97 to $79.97
(Up to 23% off)Up to 23% off.
$95.00 – $105.00Comparable value $95.00 to $105.00
Conway EZ Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

Conway EZ Slip-On Sneaker - Wide Width Available (Men)

$49.97Current Price $49.97
(Up to 41% off)Up to 41% off.
$75.00 – $85.00Comparable value $75.00 to $85.00
(18)
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)
Odell II Wingtip Boot - Wide Width Available (Men)
NUNN BUSH

Odell II Wingtip Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(4)
Gender Inclusive 574 Sneaker
New
New Balance

Gender Inclusive 574 Sneaker

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(213)
Aden Slip-On Sneaker (Men)
Børn

Aden Slip-On Sneaker (Men)

$84.97Current Price $84.97
(32% off)32% off.
$125.00Comparable value $125.00
(2)
Sidestrike West Glory Cowboy Boot (Men)
Ariat

Sidestrike West Glory Cowboy Boot (Men)

$179.97Current Price $179.97
(40% off)40% off.
$299.95Comparable value $299.95
(48)
Hodges Plain Toe Derby (Men)
New
Johnston & Murphy

Hodges Plain Toe Derby (Men)

$79.97Current Price $79.97
(52% off)52% off.
$169.00Comparable value $169.00
Upton Chelsea Boot (Men)
Johnston & Murphy

Upton Chelsea Boot (Men)

$129.97Current Price $129.97
(27% off)27% off.
$179.00Comparable value $179.00
(7)
Davidson Grand Cap Toe Oxford Sneaker (Men)
Cole Haan

Davidson Grand Cap Toe Oxford Sneaker (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
Brantin Loafer (Men)
Clarks®

Brantin Loafer (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Belvedere Derby (Men)
Dockers®

Belvedere Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
Hall Grand Penny Driving Loafer (Men)
Cole Haan

Hall Grand Penny Driving Loafer (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
Edgehill Flex Derby (Men)
Dockers®

Edgehill Flex Derby (Men)

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
(4)
Chase Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(Up to 44% off)Up to 44% off.
$85.00 – $90.00Comparable value $85.00 to $90.00
(5)
Domie Apron Toe Loafer (Men)
Dockers®

Domie Apron Toe Loafer (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(1)
Radcliff Low Derby (Men)
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
306 Skate Sneaker (Men)
Clear The Rack
New Balance

306 Skate Sneaker (Men)

$24.36Current Price $24.36
(Extra 25% off)Includes extra 25% off.
$32.48Previous Price $32.48
$94.99Comparable value $94.99
(16)
Only a few left
Bowen Low Top Sneaker (Men)
Dockers®

Bowen Low Top Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(5)
Gold Cup® Billfish Plushwave Penny Loafer (Men)
New
Sperry

Gold Cup® Billfish Plushwave Penny Loafer (Men)

$99.97Current Price $99.97
(48% off)48% off.
$195.00Comparable value $195.00
Modern Essentials Wingtip Oxford (Men)
Clear The Rack
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$57.72Current Price $57.72
(Extra 25% off)Includes extra 25% off.
$76.96Previous Price $76.96
$298.00Comparable value $298.00
(5)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
(3)
Only a few left
Whiddon Pace Derby - Wide Width Available (Men)
Clarks®

Whiddon Pace Derby - Wide Width Available (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(10)
Bedford Wingtip Oxford (Men)
Cole Haan

Bedford Wingtip Oxford (Men)

$99.97Current Price $99.97
(66% off)66% off.
$298.00Comparable value $298.00
(22)
Carmelo Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Cap Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(11)
Bend Venetian Driving Shoe (Men)
Clear The Rack
Nordstrom

Bend Venetian Driving Shoe (Men)

$39.35 – $69.97Current Price $39.35 to $69.97
(Extra 25% off select items)Includes extra 25% off select items.
$52.47Previous Price $52.47
$89.95Comparable value $89.95
(60)
Oslo Moc Toe Penny Loafer (Men)
NUNN BUSH

Oslo Moc Toe Penny Loafer (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
Garett Plain Toe Derby (Men)
Rockport

Garett Plain Toe Derby (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
Handel Plain Toe Derby (Men)
Dockers®

Handel Plain Toe Derby (Men)

$44.97Current Price $44.97
(40% off)40% off.
$75.00Comparable value $75.00
(4)
Kore City Walk EZ Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

Kore City Walk EZ Slip-On Sneaker - Wide Width Available (Men)

$64.97Current Price $64.97
(27% off)27% off.
$90.00Comparable value $90.00
(1)
Bedford Cap Toe Derby (Men)
Top Deal
Cole Haan

Bedford Cap Toe Derby (Men)

$79.97 – $99.97Current Price $79.97 to $99.97
(Up to 73% off)Up to 73% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(89)
Lincoln Leather Moc Toe Penny Loafer - Wide Width Available
NUNN BUSH

Lincoln Leather Moc Toe Penny Loafer - Wide Width Available

$84.97Current Price $84.97
(Up to 15% off)Up to 15% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(4)
Sorrello Cap Toe Oxford (Men)
Florsheim

Sorrello Cap Toe Oxford (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
(20)
Metropole Milan Derby (Men) (Nordstrom Exclusive)
ECCO

Metropole Milan Derby (Men) (Nordstrom Exclusive)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(1)
Dayton Driving Penny Loafer (Men)
Johnston & Murphy

Dayton Driving Penny Loafer (Men)

$89.97Current Price $89.97
(63% off)63% off.
$245.00Comparable value $245.00
(9)
237 Sneaker (Men)
New
New Balance

237 Sneaker (Men)

$67.97Current Price $67.97
(20% off)20% off.
$84.99Comparable value $84.99
(1)
Shepton Easy Chelsea Boot (Men)
Clarks®

Shepton Easy Chelsea Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
Only a few left
Ike Cap Toe Derby (Men)
Eastland

Ike Cap Toe Derby (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(1)
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