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Comfortable Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
1194 items
440 High Top Sneaker (Men)
New Balance

440 High Top Sneaker (Men)

$42.72Current Price $42.72
(49% off)49% off.
$85.00Comparable value $85.00
(8)
x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)
New!
SKECHERS

x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(4)
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
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)
GrandPro Crossover Sneaker (Men) (Medium & Wide Width)
Cole Haan

GrandPro Crossover Sneaker (Men) (Medium & Wide Width)

$59.98 – $99.97Current Price $59.98 to $99.97
(Up to 64% off select items)Up to 64% off select items.
$170.00 – $180.00Comparable value $170.00 to $180.00
(187)
Only a few left
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
(96)
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
City Lites Collection Lace-Up Sneaker (Men)
Rockport

City Lites Collection Lace-Up Sneaker (Men)

$79.97Current Price $79.97
(30% off)30% off.
$115.00Comparable value $115.00
(7)
Highpoint Derby (Men)
Florsheim

Highpoint Derby (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(7)
Equalizer 5.0 Slip-On Sneaker (Men)
SKECHERS

Equalizer 5.0 Slip-On Sneaker (Men)

$27.48 – $49.97Current Price $27.48 to $49.97
(Up to 60% off select items)Up to 60% off select items.
$70.00Comparable value $70.00
(30)
London Sneaker (Women)
New Markdown
Kizik

London Sneaker (Women)

$49.99Current Price $49.99
(68% off)68% off.
$159.00Comparable value $159.00
(1)
Only a few left
Seaside II Slide Sandal (Men)
UGG®

Seaside II Slide Sandal (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Grand Crosscourt Daily Sneaker (Men)
New!
Cole Haan

Grand Crosscourt Daily Sneaker (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(146)
Brody Chelsea Boot (Men)
Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97
(57% off)57% off.
$165.00Comparable value $165.00
(18)
Arch Comfort Swift Fit Sneaker (Men)
SKECHERS

Arch Comfort Swift Fit Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(7)
Fresh Foam Roav Running Shoe (Men)
New Balance

Fresh Foam Roav Running Shoe (Men)

Add to Bag or Wish List to see price(60)
Dean Chelsea Boot (Men)
Camper

Dean Chelsea Boot (Men)

$149.97Current Price $149.97
(34% off)34% off.
$230.00Comparable value $230.00
Only a few left
Slipper Clog (Men)
New!
Cole Haan

Slipper Clog (Men)

$39.97Current Price $39.97
(20% off)20% off.
$50.00Comparable value $50.00
Newmarket Chukka Boot (Men)
Timberland

Newmarket Chukka Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(5)
Odell II Wingtip Boot (Men)
NUNN BUSH

Odell II Wingtip Boot (Men)

$94.97Current Price $94.97
(13% off)13% off.
$110.00Comparable value $110.00
(1)
Braydon Plain Toe Derby (Men)
Johnston & Murphy

Braydon Plain Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(1)
Gates Cap Toe Derby (Men)
NUNN BUSH

Gates Cap Toe Derby (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(1)
BB80 Basketball Sneaker (Men)
New Balance

BB80 Basketball Sneaker (Men)

$29.97 – $59.97Current Price $29.97 to $59.97
(Up to 60% off)Up to 60% off.
$74.99 – $80.00Comparable value $74.99 to $80.00
(80)
Gunnison Driving Shoe (Men)
Cole Haan

Gunnison Driving Shoe (Men)

$89.97Current Price $89.97
(58% off)58% off.
$218.00Comparable value $218.00
(2)
Log Cabin Slipper (Men)
New!
Staheekum

Log Cabin Slipper (Men)

$24.97Current Price $24.97
(34% off)34% off.
$38.00Comparable value $38.00
Newmark Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Newmark Grand Water Resistant Chelsea Boot (Men)

$129.97Current Price $129.97
(63% off)63% off.
$360.00Comparable value $360.00
(1)
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
Kōko'o Waterproof Flip Flop (Men)
New Markdown
OluKai

Kōko'o Waterproof Flip Flop (Men)

$17.50 – $39.97Current Price $17.50 to $39.97
(Up to 78% off select items)Up to 78% off select items.
$80.00Comparable value $80.00
(55)
Isaac Apron Toe Slip-On Shoe (Men)
Rockport

Isaac Apron Toe Slip-On Shoe (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(15)
Bancroft Peforated Loafer (Men)
Black Friday Deal
Dockers®

Bancroft Peforated Loafer (Men)

$54.99Current Price $54.99
(42% off)42% off.
$95.00Comparable value $95.00
Classic Slipper (Men) (Nordstrom Exclusive)
Black Friday Deal
UGG®

Classic Slipper (Men) (Nordstrom Exclusive)

$69.97Current Price $69.97
(Up to 39% off)Up to 39% off.
$110.00 – $115.00Comparable value $110.00 to $115.00
(13)
Jace Sneaker (Men)
Nordstrom

Jace Sneaker (Men)

$34.98 – $59.97Current Price $34.98 to $59.97
(Up to 61% off select items)Up to 61% off select items.
$89.95Comparable value $89.95
(64)
Max Cushioning Endeavour Running Shoe (Men)
New!
SKECHERS

Max Cushioning Endeavour Running Shoe (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(10)
Boston Clog (Men)
Birkenstock

Boston Clog (Men)

$59.95Current Price $59.95
(53)
Gender Inclusive Offroad Sport Clog
CROCS

Gender Inclusive Offroad Sport Clog

Add to Bag or Wish List to see price(1009)
680 Running Shoe (Men)
New Balance

680 Running Shoe (Men)

Add to Bag or Wish List to see price(348)
CT300 Skate Sneaker (Men)
New Balance

CT300 Skate Sneaker (Men)

$49.97Current Price $49.97
(37% off)37% off.
$79.99Comparable value $79.99
Neumel Shaggy Suede Chukka Boot (Men)
UGG®

Neumel Shaggy Suede Chukka Boot (Men)

$89.97 – $94.97Current Price $89.97 to $94.97
(Up to 40% off)Up to 40% off.
$150.00Comparable value $150.00
(1)
Oswego Corduroy Slip On Sneaker (Men)
Birkenstock

Oswego Corduroy Slip On Sneaker (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
Glide-Step Swift Sneaker (Men)
SKECHERS

Glide-Step Swift Sneaker (Men)

$54.97Current Price $54.97
(15% off)15% off.
$65.00Comparable value $65.00
(2)
Bedford Cap Toe Derby (Men)
Cole Haan

Bedford Cap Toe Derby (Men)

$59.98 – $99.97Current Price $59.98 to $99.97
(Up to 79% off select items)Up to 79% off select items.
$298.00Comparable value $298.00
(71)
Evoz Sneaker (Men)
New Balance

Evoz Sneaker (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 40% off)Up to 40% off.
$99.99Comparable value $99.99
(58)
550 Basketball Sneaker (Men)
New Balance

550 Basketball Sneaker (Men)

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
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
Upton Chukka Boot (Men)
New!
Johnston & Murphy

Upton Chukka Boot (Men)

$69.97Current Price $69.97
(58% off)58% off.
$169.00Comparable value $169.00
(16)
Gender Inclusive 2002R Sneaker
New Balance

Gender Inclusive 2002R Sneaker

$79.97Current Price $79.97
(44% off)44% off.
$144.99Comparable value $144.99
(5)
Only a few left
Cosimo Plain Toe Oxford (Men)
Florsheim

Cosimo Plain Toe Oxford (Men)

$59.97Current Price $59.97
(47% off)47% off.
$115.00Comparable value $115.00
(12)
Chase Work Slip-On (Men)
NUNN BUSH

Chase Work Slip-On (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(1)
Dee Chukka Boot (Men)
Dockers®

Dee Chukka Boot (Men)

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
Matteo Sneaker (Men)
Florsheim

Matteo Sneaker (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(2)
Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)
UGG®

Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(3)
Moab 3 Bliss Hiking Sneaker (Men)
Merrell

Moab 3 Bliss Hiking Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(409)
Henson XC4 Waterproof Chukka Boot (Men)
Johnston & Murphy

Henson XC4 Waterproof Chukka Boot (Men)

$99.97 – $109.97Current Price $99.97 to $109.97
(Up to 49% off)Up to 49% off.
$199.00Comparable value $199.00
(16)
Alder Faux Shearling Lined Suede Slipper (Men)
UGG®

Alder Faux Shearling Lined Suede Slipper (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(522)
Belgrade Boot (Men)
New!
Eastland

Belgrade Boot (Men)

$74.97Current Price $74.97
(46% off)46% off.
$140.00Comparable value $140.00
Laguna Fisherman Sandal (Men)
New Markdown
NUNN BUSH

Laguna Fisherman Sandal (Men)

$29.23Current Price $29.23
(63% off)63% off.
$80.00Comparable value $80.00
(1)
Striper II Slip-On Sneaker (Men)
Sperry

Striper II Slip-On Sneaker (Men)

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
Baldwin Water Resistant Penny Loafer (Men)
Eastland

Baldwin Water Resistant Penny Loafer (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(1)
Leisure Nomad Slide Slipper (Men)
Top Gift
UGG®

Leisure Nomad Slide Slipper (Men)

$79.97Current Price $79.97
(23% off)23% off.
$105.00Comparable value $105.00
(7)
Field GoreTex® Waterproof Boot (Men)
Timberland

Field GoreTex® Waterproof Boot (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(3)
Moulton Athletic Sneaker - Wide Width Available (Men)
SKECHERS

Moulton Athletic Sneaker - Wide Width Available (Men)

$54.97Current Price $54.97
(15% off)15% off.
$65.00Comparable value $65.00
(121)
Grand Crosscourt Traveler Sneaker (Men)
Cole Haan

Grand Crosscourt Traveler Sneaker (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
(187)
SpeedArc Surge BOA® Trail Running Shoe (Men)
New!
Merrell

SpeedArc Surge BOA® Trail Running Shoe (Men)

$154.97Current Price $154.97
(46% off)46% off.
$290.00Comparable value $290.00
(19)
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)
Fresh Foam X 840V1 Sneaker (Men)
New Balance

Fresh Foam X 840V1 Sneaker (Men)

$69.97Current Price $69.97
(50% off)50% off.
$139.99Comparable value $139.99
(125)
Pelotas Athens Sneaker (Men)
Camper

Pelotas Athens Sneaker (Men)

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
(2)
Only a few left
Moab 3 Ready Zip Hiking Sneaker (Men)
New!
Merrell

Moab 3 Ready Zip Hiking Sneaker (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(8)
Gender Inclusive 574 Sneaker
Black Friday Deal
New Balance

Gender Inclusive 574 Sneaker

$47.99 – $59.97Current Price $47.99 to $59.97
(Up to 52% off select items)Up to 52% off select items.
$99.99Comparable value $99.99
(208)
Steadwell Dress Boot (Men)
New!
Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Monza Moc Toe Penny Loafer (Men)
Florsheim

Monza Moc Toe Penny Loafer (Men)

$55.96 – $79.97Current Price $55.96 to $79.97
(Up to 44% off select items)Up to 44% off select items.
$100.00 – $110.00Comparable value $100.00 to $110.00
(10)
Striper II CVO Sneaker (Men)
Sperry

Striper II CVO Sneaker (Men)

$29.97Current Price $29.97
(53% off)53% off.
$65.00Comparable value $65.00
(3)
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