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Black Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
81 items
Bedford Cap Toe Derby (Men)
Top Deal
Cole Haan

Bedford Cap Toe Derby (Men)

$79.97 – $99.97Current Price $79.97 to $99.97
(Up to 73% off)Up to 73% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(85)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(1)
Steadwell Cap Toe Derby (Men)
Clarks®

Steadwell Cap Toe Derby (Men)

$59.97Current Price $59.97
(Up to 42% off)Up to 42% off.
$95.00 – $105.00Comparable value $95.00 to $105.00
(4)
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(12)
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
(45)
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 Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(68)
Brody Driving Penny Loafer (Men)
New
Nordstrom

Brody Driving Penny Loafer (Men)

$69.97Current Price $69.97
(Up to 30% off)Up to 30% off.
$89.95 – $99.95Comparable value $89.95 to $99.95
(143)
Robinsyn Waterproof Cap Toe Derby
New
Rockport

Robinsyn Waterproof Cap Toe Derby

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
(2)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(2)
Coltin Derby (Men)
Rockport

Coltin Derby (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
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
(7)
Seaver Derby - Wide Width Available (Men)
New
Rockport

Seaver Derby - Wide Width Available (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Stanwood Loafer (Men)
Rockport

Stanwood Loafer (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Larkin Wingtip Derby (Men)
New
Johnston & Murphy

Larkin Wingtip Derby (Men)

$79.97Current Price $79.97
(Up to 48% off)Up to 48% off.
$149.00 – $155.00Comparable value $149.00 to $155.00
(7)
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)
Stanton Derby (Men)
New
Rockport

Stanton Derby (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Metropole London Derby (Men)
ECCO

Metropole London Derby (Men)

$119.97Current Price $119.97
(38% off)38% off.
$194.95Comparable value $194.95
(9)
Davidson Grand Cap Toe Oxford Sneaker (Men)
Cole Haan

Davidson Grand Cap Toe Oxford Sneaker (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
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
(12)
Jarvis Moc Toe Slip-On Loafer (Men)
NUNN BUSH

Jarvis Moc Toe Slip-On Loafer (Men)

$49.97Current Price $49.97
(Up to 44% off)Up to 44% off.
$85.00 – $90.00Comparable value $85.00 to $90.00
(1)
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)
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)
Newmark Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Newmark Grand Water Resistant Chelsea Boot (Men)

$97.47Current Price $97.47
(72% off)72% off.
$360.00Comparable value $360.00
(10)
Only a few left
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
(52)
Circuit Leather Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

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

$74.97Current Price $74.97
(Up to 25% off)Up to 25% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(16)
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
(4)
Ruvo Moc Toe Penny Loafer (Men)
Florsheim

Ruvo Moc Toe Penny Loafer (Men)

$64.98 – $99.97Current Price $64.98 to $99.97
(Up to 55% off select items)Up to 55% off select items.
$140.00 – $145.00Comparable value $140.00 to $145.00
(7)
Radcliff Low Derby (Men)
New
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Whiddon Cap Toe Oxford - Wide Width Available (Men)
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available (Men)

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 60% off select items)Up to 60% off select items.
$105.00Comparable value $105.00
(30)
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)
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
(51)
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
Upton Wingtip Derby (Men)
Johnston & Murphy

Upton Wingtip Derby (Men)

$119.97Current Price $119.97
(29% off)29% off.
$169.00Comparable value $169.00
(10)
Gessler Derby (Men)
Clarks®

Gessler Derby (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(4)
New Jersey Bike Toe Oxford (Men)
ECCO

New Jersey Bike Toe Oxford (Men)

$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
(12)
Erick Derby (Men)
New
Dockers®

Erick Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
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)
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)
Keefe Cap Toe Oxford (Men)
New
Rockport

Keefe Cap Toe Oxford (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
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
(6)
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
(26)
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)
Pregamo Derby (Men)
Florsheim

Pregamo Derby (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
(5)
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
(99)
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)
Henrick Plain Toe Derby (Men)
Johnston & Murphy

Henrick Plain Toe Derby (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(9)
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)
Only a few left
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)
Fallo Wingtip Derby (Men)
New
Rockport

Fallo Wingtip Derby (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
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)
Only a few left
Pregamo II Moc Toe Horsebit Loafer (Men)
Florsheim

Pregamo II Moc Toe Horsebit Loafer (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(2)
Ford Plain Toe Derby (Men)
Nordstrom

Ford Plain Toe Derby (Men)

$79.97Current Price $79.97
(19% off)19% off.
$99.95Comparable value $99.95
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
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
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
(47)
Jarvis Cap Toe Oxford (Men)
NUNN BUSH

Jarvis Cap Toe Oxford (Men)

$49.97Current Price $49.97
(Up to 44% off)Up to 44% off.
$85.00 – $90.00Comparable value $85.00 to $90.00
Modern Essentials Wingtip Oxford (Men)
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$76.96Current Price $76.96
(74% off)74% off.
$298.00Comparable value $298.00
(4)
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
(10)
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)
Calderone Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Calderone Cap Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
(7)
Atlanta Cap Toe Oxford (Men)
Florsheim

Atlanta Cap Toe Oxford (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(8)
Ruvo Plain Toe Leather Derby (Men)
Florsheim

Ruvo Plain Toe Leather Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(26)
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
Belvedere Derby (Men)
Dockers®

Belvedere Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
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)
Denali Waterproof Plain Toe Derby (Men) - Wide Width Available
NUNN BUSH

Denali Waterproof Plain Toe Derby (Men) - Wide Width Available

$94.97Current Price $94.97
(5% off)5% off.
$100.00Comparable value $100.00
(1)
Edgar Plain Toe Oxford (Men)
Dockers®

Edgar Plain Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(3)
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
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
(89)
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)
'Cambridge' Wingtip (Men)
Cole Haan

'Cambridge' Wingtip (Men)

$149.97Current Price $149.97
(42% off)42% off.
$260.00Comparable value $260.00
(2)
Only a few left
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