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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
110 items
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)
Sync Flex Derby (Men)
Dr. Scholl's

Sync Flex Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(17)
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
(69)
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
(296)
OriginalGrand Energyweave Wing Oxford (Men)
New
Cole Haan

OriginalGrand Energyweave Wing Oxford (Men)

$29.99 – $99.97Current Price $29.99 to $99.97
(Up to 82% off select items)Up to 82% off select items.
$170.00 – $180.00Comparable value $170.00 to $180.00
(7)
Braydon Knit Plain Toe Derby (Men)
New
Johnston & Murphy

Braydon Knit Plain Toe Derby (Men)

$89.97Current Price $89.97
(35% off)35% off.
$139.00Comparable value $139.00
(19)
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
(6)
Grand Remix Wingtip Oxford Sneaker (Men)
New
Cole Haan

Grand Remix Wingtip Oxford Sneaker (Men)

$119.97Current Price $119.97
(42% off)42% off.
$210.00Comparable value $210.00
ØriginalGrand Wingtip Oxford (Men)
Cole Haan

ØriginalGrand Wingtip Oxford (Men)

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
(4)
Hawthorne Plain Toe Derby (Men)
Cole Haan

Hawthorne Plain Toe Derby (Men)

$62.97Current Price $62.97
(73% off)73% off.
$238.00Comparable value $238.00
(66)
Only a few left
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
(43)
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
New Markdown
(23)
Highpoint Derby (Men)
Florsheim

Highpoint Derby (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(7)
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)
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
(80)
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)
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)
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
(12)
Chase Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(66)
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)
Upton Plain Toe Derby (Men)
New
Johnston & Murphy

Upton Plain Toe Derby (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 40% off)Up to 40% off.
$169.00Comparable value $169.00
(76)
2.ZeroGrand Oxford (Men)
New
Cole Haan

2.ZeroGrand Oxford (Men)

$109.97Current Price $109.97
(64% off)64% off.
$308.00Comparable value $308.00
(649)
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(20)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$40.48 – $89.97Current Price $40.48 to $89.97
(Up to 68% off select items)Up to 68% off select items.
$130.00Comparable value $130.00
New Markdown
Chamberlin Grand Plain Toe Derby (Men)
Cole Haan

Chamberlin Grand Plain Toe Derby (Men)

$109.97Current Price $109.97
(52% off)52% off.
$230.00Comparable value $230.00
Chamberlain Grand Plain Toe Derby (Men)
Cole Haan

Chamberlain Grand Plain Toe Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
Radcliff Plain Toe Derby (Men)
New
Clarks®

Radcliff Plain Toe Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
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)
Braydon Plain Toe Derby (Men)
New
Johnston & Murphy

Braydon Plain Toe Derby (Men)

$68.97Current Price $68.97
(50% off)50% off.
$139.00Comparable value $139.00
(53)
Only a few left
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
(5)
Amherst GL1 Sport Hybrid Waterproof Golf Sneaker (Men)
New
Johnston & Murphy

Amherst GL1 Sport Hybrid Waterproof Golf Sneaker (Men)

$99.97Current Price $99.97
(32% off)32% off.
$149.00Comparable value $149.00
(8)
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
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
(13)
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)
'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)
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)
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)
Lite Hybrid Sneaker (Men)
ECCO

Lite Hybrid Sneaker (Men)

$94.97Current Price $94.97
(32% off)32% off.
$140.00Comparable value $140.00
Only a few left
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)
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)
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
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
New Markdown
(2)
Bedford Wingtip Oxford (Men)
Cole Haan

Bedford Wingtip Oxford (Men)

$74.96 – $99.97Current Price $74.96 to $99.97
(Up to 75% off select items)Up to 75% off select items.
$298.00 – $306.00Comparable value $298.00 to $306.00
(22)
Coltin Derby (Men)
Rockport

Coltin Derby (Men)

$89.97Current Price $89.97
(33% off)33% off.
$135.00Comparable value $135.00
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
Jenkins Plain Toe Derby (Men)
Johnston & Murphy

Jenkins Plain Toe Derby (Men)

$79.97Current Price $79.97
(49% off)49% off.
$159.00Comparable value $159.00
(16)
Shacre II Run Loafer (Men)
Clarks®

Shacre II Run Loafer (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Upton Wingtip Derby (Men)
New
Johnston & Murphy

Upton Wingtip Derby (Men)

$119.97Current Price $119.97
(29% off)29% off.
$169.00Comparable value $169.00
(7)
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
(91)
Gibbons Wingtip Derby (Men)
New
Johnston & Murphy

Gibbons Wingtip Derby (Men)

$89.97Current Price $89.97
(30% off)30% off.
$129.00Comparable value $129.00
Santucci Plain Toe Derby (Men)
Florsheim

Santucci Plain Toe Derby (Men)

$79.97Current Price $79.97
(30% off)30% off.
$115.00Comparable value $115.00
(3)
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)
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)
Garett Wingtip (Men)
Rockport

Garett Wingtip (Men)

$89.95Current Price $89.95
(28% off)28% off.
$125.00Comparable value $125.00
(8)
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
(6)
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
(29)
Ruvo Wingtip Derby (Men)
Florsheim

Ruvo Wingtip Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(29)
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)
Nordstrom

Ford Plain Toe Derby (Men)

$79.97Current Price $79.97
(19% off)19% off.
$99.95Comparable value $99.95
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
(14)
Metropole Milan Cap Toe Derby (Men)
New
ECCO

Metropole Milan Cap Toe Derby (Men)

$89.97Current Price $89.97
(51% off)51% off.
$184.95Comparable value $184.95
Radcliff Low Derby (Men)
New
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
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)
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
(44)
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)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(2)
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
(45)
Novick Cap Toe Derby - Wide Width Available (Men)
Johnston & Murphy

Novick Cap Toe Derby - Wide Width Available (Men)

$59.97Current Price $59.97
(59% off)59% off.
$149.00Comparable value $149.00
(31)
Only a few left
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
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)
Upton Knit Wingtip (Men)
New
Johnston & Murphy

Upton Knit Wingtip (Men)

$99.97Current Price $99.97
(37% off)37% off.
$159.00Comparable value $159.00
(24)
Meade Cap Toe Oxford
New
Johnston & Murphy

Meade Cap Toe Oxford

$109.97Current Price $109.97
(44% off)44% off.
$199.00Comparable value $199.00
(1)
    • 1
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