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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
217 items
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)
'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)
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)
Nelson Wingtip Derby (Men)
NUNN BUSH

Nelson Wingtip Derby (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
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)
Ellsworth Cap Toe Oxford (Men)
Johnston & Murphy

Ellsworth Cap Toe Oxford (Men)

$79.97Current Price $79.97
(72% off)72% off.
$295.00Comparable value $295.00
(1)
Only a few left
Chicago Leather Oxford (Men)
Florsheim

Chicago Leather Oxford (Men)

$79.97Current Price $79.97
(36% off)36% off.
$125.00Comparable value $125.00
(136)
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)
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)
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)
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)
Newmark Grand Cap Toe Oxford (Men)
Cole Haan

Newmark Grand Cap Toe Oxford (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
Ruvo Wingtip Derby (Men)
Florsheim

Ruvo Wingtip Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(29)
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)
Newmark Grand Plain Toe Derby (Men)
Clear The Rack
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$54.37 – $119.97Current Price $54.37 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$72.50Previous Price $72.50
$308.00Comparable value $308.00
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)
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)
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)
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)
OriginalGrand Energyweave Wing Oxford (Men)
Cole Haan

OriginalGrand Energyweave Wing Oxford (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(6)
Modern Essentials Wingtip Oxford (Men)
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$109.97Current Price $109.97
(63% off)63% off.
$298.00Comparable value $298.00
(2)
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 Shadowlite Wingtip Derby (Men)
New!
Cole Haan

Grand Shadowlite Wingtip Derby (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(1)
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
Lancaster Cap Toe Derby (Men)
Johnston & Murphy

Lancaster Cap Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(4)
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)
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)
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)
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
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)
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)
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
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)
Cacey Derby - Wide Width Available (Men)
New!
Rockport

Cacey Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(64% off)64% off.
$140.00Comparable value $140.00
Original Grand Energy One Wing Oxford (Men)
Cole Haan

Original Grand Energy One Wing Oxford (Men)

$119.97Current Price $119.97
(53% off)53% off.
$260.00Comparable value $260.00
(1)
Danridge Cap Toe Oxford (Men)
Johnston & Murphy

Danridge Cap Toe Oxford (Men)

$89.97Current Price $89.97
(45% off)45% off.
$165.00Comparable value $165.00
(85)
Norcross Cap Toe Oxford (Men)
NUNN BUSH

Norcross Cap Toe Oxford (Men)

$89.97Current Price $89.97
(Up to 28% off)Up to 28% off.
$100.00 – $125.00Comparable value $100.00 to $125.00
Grand Hurrion Stitchlite Wing Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(61)
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)
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)
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)
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)
Ryker Plain Toe Derby
Børn

Ryker Plain Toe Derby

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

Harmon Cap Toe Derby (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(13)
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)
Elmer Moc Toe Oxford (Men)
Dockers®

Elmer Moc Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Hawthorne Cap Toe Oxford (Men)
Clear The Rack
Cole Haan

Hawthorne Cap Toe Oxford (Men)

$58.48 – $119.97Current Price $58.48 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$77.98Previous Price $77.98
$238.00Comparable value $238.00
(35)
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)
FlexGrand 360 Wingtip Derby (Men)
Cole Haan

FlexGrand 360 Wingtip Derby (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
(3)
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)
Pregamo Cap Toe Derby (Men)
Florsheim

Pregamo Cap Toe Derby (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(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
Metropole London Derby (Men)
New!
ECCO

Metropole London Derby (Men)

$124.97 – $199.95Current Price $124.97 to $199.95
(Up to 37% off select items)Up to 37% off select items.
$199.95Comparable value $199.95
(8)
Jarvis Cap Toe Oxford (Men)
NUNN BUSH

Jarvis Cap Toe Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
Holcomb Waterproof Plain Toe Derby (Men)
Clear The Rack
Johnston & Murphy

Holcomb Waterproof Plain Toe Derby (Men)

$29.23 – $59.97Current Price $29.23 to $59.97
(Extra 25% off select items)Includes extra 25% off select items.
$38.98Previous Price $38.98
$135.00Comparable value $135.00
(37)
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
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
(1657)
Hawthorn Cap Toe Derby (Men)
Johnston & Murphy

Hawthorn Cap Toe Derby (Men)

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
(2)
Baxter Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Baxter Plain Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(5)
Only a few left
Dean Derby (Men)
Camper

Dean Derby (Men)

$134.97Current Price $134.97
(35% off)35% off.
$210.00Comparable value $210.00
(2)
Ravello Leather Monk Strap Shoe (Men)
Florsheim

Ravello Leather Monk Strap Shoe (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(86)
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
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)
Delgado SUPRO Derby (Men)
Deer Stags

Delgado SUPRO Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
Whiddon Cap Toe Oxford - Wide Width Available (Men)
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(27)
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
(15)
Craftwell Sneaker (Men)
New!
Clarks®

Craftwell Sneaker (Men)

$64.97 – $79.97Current Price $64.97 to $79.97
(Up to 35% off)Up to 35% off.
$100.00Comparable value $100.00
Crown Lace-Up Derby - Wide Width Available (Men)
Deer Stags

Crown Lace-Up Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(1)
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
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)
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)
Original Grand Energyweave Stitchlite™ Oxford (Men)
Clear The Rack
Cole Haan

Original Grand Energyweave Stitchlite™ Oxford (Men)

$30.92 – $74.97Current Price $30.92 to $74.97
(Extra 25% off select items)Includes extra 25% off select items.
$41.23Previous Price $41.23
$150.00Comparable value $150.00
(2)
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