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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
107 items
Bainbridge Derby (Men)
New
Dockers®

Bainbridge Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
Belvedere Derby (Men)
New
Dockers®

Belvedere Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
Bridgeport Derby (Men)
New
Dockers®

Bridgeport Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
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)
Gates Moc Toe Derby (Men)
New
NUNN BUSH

Gates Moc Toe Derby (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Steadwell Cap Toe Derby (Men)
Clarks®

Steadwell Cap Toe Derby (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 36% off)Up to 36% off.
$95.00 – $105.00Comparable value $95.00 to $105.00
(2)
Circuit Leather Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Circuit Leather Plain Toe Derby - Wide Width Available (Men)

$69.97 – $74.97Current Price $69.97 to $74.97
(Up to 25% off)Up to 25% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(16)
Stanwick Derby (Men)
New
Rockport

Stanwick Derby (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$34.99 – $49.97Current Price $34.99 to $49.97
(Up to 58% off select items)Up to 58% off select items.
$85.00Comparable value $85.00
New Markdown
(13)
Jenkins Plain Toe Derby (Men)
Johnston & Murphy

Jenkins Plain Toe Derby (Men)

$69.97Current Price $69.97
(55% off)55% off.
$159.00Comparable value $159.00
(16)
ZeroGrand Plain Toe Derby Sneaker (Men)
Cole Haan

ZeroGrand Plain Toe Derby Sneaker (Men)

$69.97Current Price $69.97
(72% off)72% off.
$258.00Comparable value $258.00
(40)
Only a few left
Barklay Canvas Derby - Wide Width Available (Men)
NUNN BUSH

Barklay Canvas Derby - Wide Width Available (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 37% off)Up to 37% off.
$80.00Comparable value $80.00
(32)
Grand Plain Toe Derby (Men)
Cole Haan

Grand Plain Toe Derby (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(11)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$71.98 – $119.97Current Price $71.98 to $119.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(10)
City Cloud Lace-Up Sneaker (Men)
New
Dr. Scholl's

City Cloud Lace-Up Sneaker (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$79.97 – $89.97Current Price $79.97 to $89.97
(Up to 38% off)Up to 38% off.
$130.00Comparable value $130.00
American Classics Montrose Plain Toe Derby (Men)
Cole Haan

American Classics Montrose Plain Toe Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(1)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(2)
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)
Bedford Plain Toe Derby (Men)
Cole Haan

Bedford Plain Toe Derby (Men)

$59.97 – $99.97Current Price $59.97 to $99.97
(Up to 79% off)Up to 79% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(44)
Bedford Penny Loafer (Men)
New
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(63)
Carmelo Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Cap Toe Derby - Wide Width Available (Men)

$37.47 – $49.97Current Price $37.47 to $49.97
(Up to 58% off select items)Up to 58% off select items.
$90.00Comparable value $90.00
New Markdown
(9)
Highpoint Plain Toe Derby (Men)
Florsheim

Highpoint Plain Toe Derby (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(31)
Calderone Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Calderone Plain Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
(6)
Pregamo Moc Toe Bit Loafer (Men)
Florsheim

Pregamo Moc Toe Bit Loafer (Men)

$89.97Current Price $89.97
(37% off)37% off.
$145.00Comparable value $145.00
(49)
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(11)
KORE EZ Hero Hands-Free Plain Toe Oxford (Men)
NUNN BUSH

KORE EZ Hero Hands-Free Plain Toe Oxford (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
(1)
Whiddon Cap Toe Oxford - Wide Width Available (Men)
New
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(29)
Grand 360 Cap Toe Derby (Men)
Cole Haan

Grand 360 Cap Toe Derby (Men)

$74.96 – $99.97Current Price $74.96 to $99.97
(Up to 68% off select items)Up to 68% off select items.
$240.00Comparable value $240.00
(25)
Braydon Knit Plain Toe Derby (Men)
Johnston & Murphy

Braydon Knit Plain Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(20)
Edgar Plain Toe Oxford (Men)
New
Dockers®

Edgar Plain Toe Oxford (Men)

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 47% off select items)Up to 47% off select items.
$80.00Comparable value $80.00
(3)
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)
Bedford Cap Toe Derby (Men)
Cole Haan

Bedford Cap Toe Derby (Men)

$99.97Current Price $99.97
(Up to 67% off)Up to 67% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(83)
Monza Moc Toe Penny Loafer (Men)
Florsheim

Monza Moc Toe Penny Loafer (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(12)
Hodges Knit Derby (Men)
Johnston & Murphy

Hodges Knit Derby (Men)

$59.97Current Price $59.97
(64% off)64% off.
$169.00Comparable value $169.00
Pregamo II Moc Toe Horsebit Loafer (Men)
New
Florsheim

Pregamo II Moc Toe Horsebit Loafer (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
Wedgewood Plain Toe Derby (Men)
NUNN BUSH

Wedgewood Plain Toe Derby (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(1)
Carmelo Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Plain Toe Derby - Wide Width Available (Men)

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 44% off)Up to 44% off.
$90.00Comparable value $90.00
(17)
Calderone Wingtip Derby - Wide Width Available (Men)
NUNN BUSH

Calderone Wingtip Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
(9)
Davidson Grand Cap Toe Oxford Sneaker (Men)
New
Cole Haan

Davidson Grand Cap Toe Oxford Sneaker (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
Jarvis Plain Toe Oxford (Men)
NUNN BUSH

Jarvis Plain Toe Oxford (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Gibbons Wingtip Derby (Men)
New
Johnston & Murphy

Gibbons Wingtip Derby (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
Coltin Derby (Men)
Rockport

Coltin Derby (Men)

$89.97Current Price $89.97
(33% off)33% off.
$135.00Comparable value $135.00
Ryker Plain Toe Derby
Børn

Ryker Plain Toe Derby

$34.99 – $59.97Current Price $34.99 to $59.97
(Up to 73% off select items)Up to 73% off select items.
$130.00Comparable value $130.00
(2)
Kore Pro Cap Toe Derby (Men)
New
NUNN BUSH

Kore Pro Cap Toe Derby (Men)

$84.97Current Price $84.97
(15% off)15% off.
$100.00Comparable value $100.00
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$119.97Current Price $119.97
(49% off)49% off.
$238.00Comparable value $238.00
(30)
Helsinki Lace Up Leather Derby (Men)
ECCO

Helsinki Lace Up Leather Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(3)
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
Davidson Grand Cap Toe Derby Sneaker (Men)
New
Cole Haan

Davidson Grand Cap Toe Derby Sneaker (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
'Lenox Hill' Split Toe Derby (Men)
Cole Haan

'Lenox Hill' Split Toe Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(10)
Newmark Grand Plain Toe Derby (Men)
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
(3)
Kore Pro Plain Toe Derby (Men)
NUNN BUSH

Kore Pro Plain Toe Derby (Men)

$84.97Current Price $84.97
(15% off)15% off.
$100.00Comparable value $100.00
(1)
Vecchio Wingtip Derby (Men)
Florsheim

Vecchio Wingtip Derby (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(4)
Ford Plain Toe Derby (Men)
New
Nordstrom

Ford Plain Toe Derby (Men)

$79.97Current Price $79.97
(19% off)19% off.
$99.95Comparable value $99.95
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)
Center Cap Toe Derby - Wide Width Available (Men)
Florsheim

Center Cap Toe Derby - Wide Width Available (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(51)
Radcliff Low Derby (Men)
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Jarvis Cap Toe Oxford (Men)
NUNN BUSH

Jarvis Cap Toe Oxford (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
Nelson Wingtip Derby (Men)
NUNN BUSH

Nelson Wingtip Derby (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
Stance Wingtip Derby - Wide Width Available (Men)
NUNN BUSH

Stance Wingtip Derby - Wide Width Available (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(6)
Only a few left
Newmark Grand Penny Loafer (Men)
Cole Haan

Newmark Grand Penny Loafer (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
(2)
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
Grand Shadowlite Plain Toe Derby (Men)
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$71.98 – $119.97Current Price $71.98 to $119.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(2)
Keefe Cap Toe Oxford (Men)
Rockport

Keefe Cap Toe Oxford (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
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)
'Un Ravel' Oxford (Online Only)   (Men)
Clarks®

'Un Ravel' Oxford (Online Only) (Men)

$111.96Current Price $111.96
(30% off)30% off.
$159.97Previous Price $159.97
New Markdown
Only a few left
Ruvo Moc Toe Penny Loafer (Men)
New
Florsheim

Ruvo Moc Toe Penny Loafer (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(7)
Atlanta Cap Toe Oxford (Men)
New
Florsheim

Atlanta Cap Toe Oxford (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(7)
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
Centro Formal Flex Cap Toe Derby (Wide Width Available) (Men)
NUNN BUSH

Centro Formal Flex Cap Toe Derby (Wide Width Available) (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
2.ZeroGrand Oxford (Men)
Cole Haan

2.ZeroGrand Oxford (Men)

$109.97Current Price $109.97
(64% off)64% off.
$308.00Comparable value $308.00
(657)
Bourbon Street Leather Derby (Men)
NUNN BUSH

Bourbon Street Leather Derby (Men)

$84.97Current Price $84.97
(10% off)10% off.
$95.00Comparable value $95.00
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