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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
1168 items
Leeward Leather Boat Shoe
Sperry

Leeward Leather Boat Shoe

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(14)
Grand Remix Oxford (Men)
Clear The Rack
Cole Haan

Grand Remix Oxford (Men)

$49.48 – $53.61Current Price $49.48 to $53.61
(Extra 25% off)Includes extra 25% off.
$65.98 – $71.48Previous Price $65.98 to $71.48
$190.00 – $200.00Comparable value $190.00 to $200.00
(11)
Only a few left
Authentic Original™ 2-Eye Lugged Boat Shoe (Men) (Nordstrom Exclusive)
New!
Sperry

Authentic Original™ 2-Eye Lugged Boat Shoe (Men) (Nordstrom Exclusive)

$49.97Current Price $49.97
(62% off)62% off.
$135.00Comparable value $135.00
(2)
Gabe Mule (Men)
Eastland

Gabe Mule (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(1)
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
(51)
Grand Crosscourt Daily Plain Toe Sneaker (Men)
Clear The Rack
Cole Haan

Grand Crosscourt Daily Plain Toe Sneaker (Men)

$53.61Current Price $53.61
(Extra 25% off)Includes extra 25% off.
$71.48Previous Price $71.48
$210.00Comparable value $210.00
(2)
Only a few left
Scotty Loafer (Men)
Børn

Scotty Loafer (Men)

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(20)
Jarvis Plain Toe Oxford (Men)
NUNN BUSH

Jarvis Plain Toe Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Jack Chukka Boot (Men)
Eastland

Jack Chukka Boot (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(1)
Chase Mixed Media Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Mixed Media Plain Toe Derby - 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
(16)
Premium Waterproof Lace-Up Chukka Boot (Men)
New!
Timberland

Premium Waterproof Lace-Up Chukka Boot (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(41)
Grandsport Journey Knit Sneaker (Men)
Cole Haan

Grandsport Journey Knit Sneaker (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
(102)
Maddox Sneaker
Børn

Maddox Sneaker

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(13)
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)
Beck Slip-On Sneaker (Men)
New!
Børn

Beck Slip-On Sneaker (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(3)
Conrad II Sneaker (Men)
Børn

Conrad II Sneaker (Men)

$63.72 – $84.97Current Price $63.72 to $84.97
(Up to 49% off select items)Up to 49% off select items.
$125.00Comparable value $125.00
Born Ashram II Lace-Up Sneaker (Men)
Clear The Rack
Børn

Born Ashram II Lace-Up Sneaker (Men)

$33.73 – $74.97Current Price $33.73 to $74.97
(Extra 25% off select items)Includes extra 25% off select items.
$44.98 – $48.73Previous Price $44.98 to $48.73
$115.00 – $125.00Comparable value $115.00 to $125.00
(89)
Bircham Clog Sandal (Men)
Dockers®

Bircham Clog Sandal (Men)

$44.99Current Price $44.99
(10% off)10% off.
$50.00Comparable value $50.00
(2)
Chase Moc Toe Loafer (Men)
NUNN BUSH

Chase Moc Toe Loafer (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 41% off)Up to 41% off.
$85.00Comparable value $85.00
(4)
Fermo Plain Toe Leather Derby (Men)
Florsheim

Fermo Plain Toe Leather Derby (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(5)
Lance Loafer (Men)
Rockport

Lance Loafer (Men)

$44.97Current Price $44.97
(65% off)65% off.
$130.00Comparable value $130.00
(1)
Boston Clog (Men)
Clear The Rack
Birkenstock

Boston Clog (Men)

$26.97 – $59.95Current Price $26.97 to $59.95
(Extra 25% off select items)Includes extra 25% off select items.
$35.96Previous Price $35.96
$59.95Previous Price $59.95
(56)
Go Time Slip-On Sneaker (Men)
Dockers®

Go Time Slip-On Sneaker (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(4)
Grand Remix Chukka Boot (Men)
Cole Haan

Grand Remix Chukka Boot (Men)

$99.97Current Price $99.97
(Up to 56% off)Up to 56% off.
$220.00 – $230.00Comparable value $220.00 to $230.00
(14)
Nohea Mesh Slip-On (Men)
OluKai

Nohea Mesh Slip-On (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Brompton II Loafer (Men)
Børn

Brompton II Loafer (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(2)
Dawson Boat Shoe (Men)
Dockers®

Dawson Boat Shoe (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
Buck Derby
Eastland

Buck Derby

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Nantucket Penny Loafer (Men)
Cole Haan

Nantucket Penny Loafer (Men)

$69.97 – $89.97Current Price $69.97 to $89.97
(Up to 53% off)Up to 53% off.
$150.00Comparable value $150.00
(24)
New Jersey Bike Toe Oxford (Men)
New!
ECCO

New Jersey Bike Toe Oxford (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
(12)
Soft Classic Sneaker (Men)
Clear The Rack
ECCO

Soft Classic Sneaker (Men)

$33.73 – $99.97Current Price $33.73 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$44.98Previous Price $44.98
$130.00Comparable value $130.00
(59)
Porto Sneaker (Men)
Deer Stags

Porto Sneaker (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Cabin Classic Slipper (Men)
Staheekum

Cabin Classic Slipper (Men)

$29.97Current Price $29.97
(40% off)40% off.
$50.00Comparable value $50.00
(1)
Barrett Alpine Boot (Men)
Johnston & Murphy

Barrett Alpine Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(10)
Scottsdale Cap Toe Leather Derby - Wide Width Available (Men)
Florsheim

Scottsdale Cap Toe Leather Derby - Wide Width Available (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
(16)
Kore City Walk Lace-Up Sneaker - Wide Width Available (Men)
NUNN BUSH

Kore City Walk Lace-Up Sneaker - Wide Width Available (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(50)
Keaton Kiltie Fringe Tassel Loafer (Men)
NUNN BUSH

Keaton Kiltie Fringe Tassel Loafer (Men)

$79.97Current Price $79.97
(15% off)15% off.
$95.00Comparable value $95.00
Striper II CVO Sneaker (Men)
Sperry

Striper II CVO Sneaker (Men)

$22.47 – $29.97Current Price $22.47 to $29.97
(Up to 65% off select items)Up to 65% off select items.
$65.00Comparable value $65.00
(3)
Owen II Moc Slip-On Loafer (Men)
NUNN BUSH

Owen II Moc Slip-On Loafer (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
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
(8)
'Sawyer' Slip-On (Men)
Børn

'Sawyer' Slip-On (Men)

$59.97Current Price $59.97
(47% off)47% off.
$115.00Comparable value $115.00
(5)
Only a few left
Andreo Penny Loafer (Men)
Aquatalia

Andreo Penny Loafer (Men)

$219.97Current Price $219.97
(58% off)58% off.
$525.00Comparable value $525.00
Cedar Shoe Tree (Men) (Nordstrom Exclusive)
Nordstrom

Cedar Shoe Tree (Men) (Nordstrom Exclusive)

$24.95Current Price $24.95
(810)
Classic Moc II Driving Shoe (Men)
ECCO

Classic Moc II Driving Shoe (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(112)
Dirk Loafer (Men)
Rockport

Dirk Loafer (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
Peu Cami Sneaker (Men)
Camper

Peu Cami Sneaker (Men)

$159.97Current Price $159.97
(36% off)36% off.
$250.00Comparable value $250.00
(1)
Waren Sneaker (Men)
New!
Mephisto

Waren Sneaker (Men)

$143.97Current Price $143.97
(50% off)50% off.
$289.00Comparable value $289.00
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
(197)
Craftwell Slip-On (Men)
Clarks®

Craftwell Slip-On (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Jackson Plain Toe Derby (Men)
Florsheim

Jackson Plain Toe Derby (Men)

$69.97Current Price $69.97
(39% off)39% off.
$115.00Comparable value $115.00
(21)
Billfish™ 3-Eye Boat Shoe (Men) (Nordstrom Exclusive)
New!
Sperry

Billfish™ 3-Eye Boat Shoe (Men) (Nordstrom Exclusive)

$69.97 – $86.97Current Price $69.97 to $86.97
(Up to 60% off)Up to 60% off.
$175.00Comparable value $175.00
(5)
Azzano Plain Toe Chukka Boot (Men)
Florsheim

Azzano Plain Toe Chukka Boot (Men)

$109.97Current Price $109.97
(24% off)24% off.
$145.00Comparable value $145.00
Moab 2 Slip-On Shoe (Men)
Merrell

Moab 2 Slip-On Shoe (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(5)
Wallaston Chukka Boot (Men)
Clarks®

Wallaston Chukka Boot (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
(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)
Herman Loafer - Wide Width Available
Deer Stags

Herman Loafer - Wide Width Available

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(31)
Elmhurst Loafer (Men)
Dockers®

Elmhurst Loafer (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(5)
Brad Sneaker (Men)
Dockers®

Brad Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
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
(12)
Mark Nason Slip-Ins Shoe (Men)
SKECHERS

Mark Nason Slip-Ins Shoe (Men)

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(2)
Banks Slip-On Sneaker (Men)
New!
Børn

Banks Slip-On Sneaker (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(1)
Winder II Slip Resistant Loafer - Wide Width Available (Men)
Dr. Scholl's

Winder II Slip Resistant Loafer - Wide Width Available (Men)

$74.97Current Price $74.97
(28% off)28% off.
$105.00Comparable value $105.00
(101)
Breeze Slide Sandal (Men)
New!
Clarks®

Breeze Slide Sandal (Men)

$49.97Current Price $49.97
(33% off)33% off.
$75.00Comparable value $75.00
Kore City Walk Moc Toe Slip-On Sneaker - Wide Width Available (Men)
NUNN BUSH

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

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(145)
Hasting Fielden Slip-On Sneaker (Men)
SKECHERS

Hasting Fielden Slip-On Sneaker (Men)

$49.97Current Price $49.97
(16% off)16% off.
$60.00Comparable value $60.00
(1)
Newmark Grand Chelsea Boot (Men)
Cole Haan

Newmark Grand Chelsea Boot (Men)

$129.97Current Price $129.97
(63% off)63% off.
$360.00Comparable value $360.00
Chalet Leather Cap Toe Boot (Men)
Florsheim

Chalet Leather Cap Toe Boot (Men)

$109.97Current Price $109.97
(29% off)29% off.
$155.00Comparable value $155.00
(16)
Beck Tie Low Top Sneaker (Men)
New!
Børn

Beck Tie Low Top Sneaker (Men)

$54.97 – $59.97Current Price $54.97 to $59.97
(Up to 56% off)Up to 56% off.
$125.00Comparable value $125.00
(4)
Kore EZ Hero Plain Toe Monk Shoe (Men)
NUNN BUSH

Kore EZ Hero Plain Toe Monk Shoe (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
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
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$74.97 – $99.97Current Price $74.97 to $99.97
(Up to 62% off select items)Up to 62% off select items.
$200.00Comparable value $200.00
(38)
Laken Slip-On Shoe (Men)
New!
Børn

Laken Slip-On Shoe (Men)

$59.97 – $89.97Current Price $59.97 to $89.97
(Up to 57% off)Up to 57% off.
$140.00Comparable value $140.00
(4)
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