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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
217 items
Chamberlin Grand Plain Toe Derby (Men)
Cole Haan

Chamberlin Grand Plain Toe Derby (Men)

$82.47 – $109.97Current Price $82.47 to $109.97
(Up to 64% off select items)Up to 64% off select items.
$230.00Comparable value $230.00
(3)
Grand Remix Derby (Men)
Clear The Rack
Cole Haan

Grand Remix Derby (Men)

$52.47 – $109.97Current Price $52.47 to $109.97
(Extra 25% off select items)Includes extra 25% off select items.
$69.96Previous Price $69.96
$208.00Comparable value $208.00
(93)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(7)
Grand Hurrion Stitchlite Wing Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 55% off)Up to 55% off.
$200.00Comparable value $200.00
(61)
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)
Norfolk Plain Toe Derby (Men)
Florsheim

Norfolk Plain Toe Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(13)
Grand Atlantic Derby (Men)
Cole Haan

Grand Atlantic Derby (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 68% off)Up to 68% off.
$220.00Comparable value $220.00
(101)
Atlanta Plain Toe Derby (Men)
Florsheim

Atlanta Plain Toe Derby (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(41)
Ruvo Cap Toe Derby (Men)
Florsheim

Ruvo Cap Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(88)
Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(13)
Barklay Canvas Derby - Wide Width Available (Men)
NUNN BUSH

Barklay Canvas Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
(32)
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
Hyde II Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Hyde II Plain Toe Derby - Wide Width Available (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 47% off)Up to 47% off.
$85.00Comparable value $85.00
(44)
Grand 360 Cap Toe Derby (Men)
Cole Haan

Grand 360 Cap Toe Derby (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
(22)
FlexGrand 360 Plain Toe Derby (Men)
Cole Haan

FlexGrand 360 Plain Toe Derby (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
(5)
Handel Plain Toe Derby (Men)
Dockers®

Handel Plain Toe Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(4)
Grand Shadowlite Plain Toe Derby (Men)
Clear The Rack
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$54.37 – $99.97Current Price $54.37 to $99.97
(Extra 25% off)Includes extra 25% off.
$72.50Previous Price $72.50
$200.00Comparable value $200.00
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)
Morse Grand Wingtip Derby (Men)
Cole Haan

Morse Grand Wingtip Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(2)
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)
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
(75)
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
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)
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
(38)
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
(4)
ZeroGrand Remastered Plain Toe Derby (Men)
New!
Cole Haan

ZeroGrand Remastered Plain Toe Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(12)
Only a few left
Elmington Perforated Derby (Men)
Dockers®

Elmington Perforated Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(4)
Ryker Plain Toe Derby
Børn

Ryker Plain Toe Derby

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(1)
Landon Cap Toe (Men)
Johnston & Murphy

Landon Cap Toe (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 53% off select items)Up to 53% off select items.
$129.00Comparable value $129.00
(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)
Circuit Leather Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

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

$64.97 – $74.97Current Price $64.97 to $74.97
(Up to 31% off)Up to 31% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(16)
Original Grand Shortwing Oxford (Men)
Cole Haan

Original Grand Shortwing Oxford (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(295)
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
(1)
Walsh Moc Toe Derby (Men)
Dockers®

Walsh Moc Toe Derby (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$97.47 – $129.97Current Price $97.47 to $129.97
(Up to 57% off select items)Up to 57% off select items.
$230.00Comparable value $230.00
(17)
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)
Grand Shadowlite Wingtip Derby (Men)
Cole Haan

Grand Shadowlite Wingtip Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(1)
'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
(8)
Easedale Comfort Oxford Derby (Men)
Dockers®

Easedale Comfort Oxford Derby (Men)

$39.97 – $59.99Current Price $39.97 to $59.99
(Up to 52% off)Up to 52% off.
$75.00 – $85.00Comparable value $75.00 to $85.00
(5)
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)
Chase Plain Toe Derby - Wide Width Available (Men)
Clear The Rack
NUNN BUSH

Chase Plain Toe Derby - Wide Width Available (Men)

$20.61 – $54.97Current Price $20.61 to $54.97
(Extra 25% off select items)Includes extra 25% off select items.
$27.48Previous Price $27.48
$85.00 – $90.00Comparable value $85.00 to $90.00
(65)
Synergy Plain Toe Derby (Men)
Dr. Scholl's

Synergy Plain Toe Derby (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(9)
Grand Hurrion Stitchlite™ Sneaker (Men)
Cole Haan

Grand Hurrion Stitchlite™ Sneaker (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(1)
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
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)
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)
Bourbon Street Leather Derby (Men)
NUNN BUSH

Bourbon Street Leather Derby (Men)

$63.72Current Price $63.72
(32% off)32% off.
$95.00Comparable value $95.00
Queenstown Plain Toe Derby (Men)
ECCO

Queenstown Plain Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(1)
2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)
Cole Haan

2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)

$109.97Current Price $109.97
(Up to 47% off)Up to 47% off.
$199.00 – $209.00Comparable value $199.00 to $209.00
(1194)
Ruvo Plain Toe Leather Derby (Men)
Florsheim

Ruvo Plain Toe Leather Derby (Men)

$99.97Current Price $99.97
(Up to 31% off)Up to 31% off.
$140.00 – $145.00Comparable value $140.00 to $145.00
(24)
Sorrello Cap Toe Balmoral Oxford (Men)
Florsheim

Sorrello Cap Toe Balmoral Oxford (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(38)
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)
Highpoint Derby (Men)
Florsheim

Highpoint Derby (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(7)
Pregamo Derby (Men)
Florsheim

Pregamo Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(4)
Kore EZ Hero Plain Toe Derby (Men)
NUNN BUSH

Kore EZ Hero Plain Toe Derby (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
(1)
Keelan Plain Toe Derby (Men)
Rockport

Keelan Plain Toe Derby (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
2.ZeroGrand Laser Wing Derby (Men)
New!
Cole Haan

2.ZeroGrand Laser Wing Derby (Men)

$99.97Current Price $99.97
(Up to 67% off)Up to 67% off.
$300.00 – $308.00Comparable value $300.00 to $308.00
(1658)
Sync Cap Derby (Men)
Dr. Scholl's

Sync Cap Derby (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(13)
Tobias Plain Toe Derby (Men)
Børn

Tobias Plain Toe Derby (Men)

$49.97Current Price $49.97
(56% off)56% off.
$115.00Comparable value $115.00
(1)
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
Edgehill Flex Derby (Men)
Dockers®

Edgehill Flex Derby (Men)

$59.99Current Price $59.99
(Up to 29% off)Up to 29% off.
$75.00 – $85.00Comparable value $75.00 to $85.00
(4)
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
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
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)
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$69.97 – $89.97Current Price $69.97 to $89.97
(Up to 30% off)Up to 30% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(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)
Belmont Plain Toe Derby (Men)
Deer Stags

Belmont Plain Toe Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Helsinki Classic Bike Toe Derby (Men)
ECCO

Helsinki Classic Bike Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(12)
Centro Flex Formal Oxford (Men)
NUNN BUSH

Centro Flex Formal Oxford (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(2)
Bradley Plain Toe Shoe (Men)
Clarks®

Bradley Plain Toe Shoe (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Bronson Plain Toe Derby (Men)
Dockers®

Bronson Plain Toe Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(4)
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)
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