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Comfort Dress Shoes for Men

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

Newmark Grand Plain Toe Derby (Men)

$72.50 – $119.97Current Price $72.50 to $119.97
(Up to 76% off select items)Up to 76% off select items.
$308.00Comparable value $308.00
(4)
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
(3)
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)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(2)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(65)
American Classics Montrose Plain Toe Derby (Men)
New
Cole Haan

American Classics Montrose Plain Toe Derby (Men)

$94.97 – $99.97Current Price $94.97 to $99.97
(50% off)50% off.
$190.00 – $200.00Comparable value $190.00 to $200.00
(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 Atlantic Oxford Derby (Men)
Cole Haan

Grand Atlantic Oxford Derby (Men)

$89.97Current Price $89.97
(59% off)59% off.
$220.00Comparable value $220.00
(2)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 50% off)Up to 50% off.
$200.00Comparable value $200.00
(11)
Brody Driving Penny Loafer (Men)
Nordstrom

Brody Driving Penny Loafer (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(141)
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
Carmelo Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Cap Toe Derby - Wide Width Available (Men)

$24.98 – $49.97Current Price $24.98 to $49.97
(Up to 72% off select items)Up to 72% off select items.
$90.00Comparable value $90.00
New Markdown
(10)
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
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)
Upton Perforated Plain Toe Oxford (Men)
New
Johnston & Murphy

Upton Perforated Plain Toe Oxford (Men)

$89.97Current Price $89.97
(46% off)46% off.
$169.00Comparable value $169.00
(7)
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
(49)
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(12)
Archer Cap Toe Derby (Men)
Johnston & Murphy

Archer Cap Toe Derby (Men)

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
(3)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(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)
Newmark Grand Penny Loafer (Men)
Cole Haan

Newmark Grand Penny Loafer (Men)

$79.98Current Price $79.98
(74% off)74% off.
$308.00Comparable value $308.00
New Markdown
(2)
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$27.48 – $49.97Current Price $27.48 to $49.97
(Up to 71% off select items)Up to 71% off select items.
$85.00 – $95.00Comparable value $85.00 to $95.00
New Markdown
(13)
KORE EZ Hero Hands-Free Plain Toe Oxford (Men)
NUNN BUSH

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

$45.48 – $69.97Current Price $45.48 to $69.97
(Up to 52% off select items)Up to 52% off select items.
$95.00Comparable value $95.00
New Markdown
(1)
Pregamo Derby (Men)
Florsheim

Pregamo Derby (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
New Markdown
(5)
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)
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
New Markdown
(29)
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)
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)
Stanwood Loafer (Men)
New
Rockport

Stanwood Loafer (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Radcliff Derby (Men)
New
Clarks®

Radcliff Derby (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Hodges Knit Derby (Men)
Johnston & Murphy

Hodges Knit Derby (Men)

$59.97Current Price $59.97
(64% off)64% off.
$169.00Comparable value $169.00
Radcliff Low Derby (Men)
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Grand Shadowlite Wingtip Derby (Men)
Cole Haan

Grand Shadowlite Wingtip Derby (Men)

$64.98 – $99.97Current Price $64.98 to $99.97
(Up to 67% off select items)Up to 67% off select items.
$200.00Comparable value $200.00
New Markdown
(1)
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)
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)
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)
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)
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)
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)
Vecchio Wingtip Derby (Men)
Florsheim

Vecchio Wingtip Derby (Men)

$67.47Current Price $67.47
(43% off)43% off.
$120.00Comparable value $120.00
New Markdown
(4)
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
New Markdown
(4)
Brantin Knit Sneaker (Men)
Clarks®

Brantin Knit Sneaker (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Only a few left
Gessler Derby (Men)
Clarks®

Gessler Derby (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(4)
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)
Grand Shadowlite Plain Toe Derby (Men)
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(2)
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
(6)
Coltin Derby (Men)
Rockport

Coltin Derby (Men)

$69.97 – $89.97Current Price $69.97 to $89.97
(Up to 48% off)Up to 48% off.
$135.00Comparable value $135.00
Belvedere Derby (Men)
New
Dockers®

Belvedere Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
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)
Larkin Plain Toe Derby (Men)
New
Johnston & Murphy

Larkin Plain Toe Derby (Men)

$79.97Current Price $79.97
(48% off)48% off.
$155.00Comparable value $155.00
(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
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
Aldwin Limit Wingtip Derby (Men)
New
Clarks®

Aldwin Limit Wingtip Derby (Men)

$69.97Current Price $69.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
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
New Markdown
(7)
Carmelo Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Plain Toe Derby - Wide Width Available (Men)

$32.48 – $49.97Current Price $32.48 to $49.97
(Up to 63% off select items)Up to 63% off select items.
$90.00Comparable value $90.00
New Markdown
(18)
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)
'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)
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
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)
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
(51)
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)
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)
Erick Derby (Men)
New
Dockers®

Erick Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
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)
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
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
(96)
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)
Tanner Waterproof Plain Toe Derby (Men)
New
Johnston & Murphy

Tanner Waterproof Plain Toe Derby (Men)

$89.97Current Price $89.97
(52% off)52% off.
$189.00Comparable value $189.00
(25)
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
Howard Wingtip Oxford (Men)
New
Clarks®

Howard Wingtip Oxford (Men)

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
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