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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
126 items
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$89.96 – $99.97Current Price $89.96 to $99.97
(Up to 55% off select items)Up to 55% off select items.
$200.00Comparable value $200.00
New Markdown
(13)
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
(86)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(1)
Grand 360 Cap Toe Derby (Men)
New
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.
$190.00 – $240.00Comparable value $190.00 to $240.00
(26)
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
(8)
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)
Hodges Knit Derby (Men)
Johnston & Murphy

Hodges Knit Derby (Men)

$59.97Current Price $59.97
(64% off)64% off.
$169.00Comparable value $169.00
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)
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 – $308.00Comparable value $298.00 to $308.00
(45)
Barrett Braided Bit Driving Shoe (Men)
Nordstrom

Barrett Braided Bit Driving Shoe (Men)

$49.99 – $69.97Current Price $49.99 to $69.97
(Up to 44% off select items)Up to 44% off select items.
$89.95Comparable value $89.95
New Markdown
(26)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(70)
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
(9)
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
(3)
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
Classic Moc II Driving Shoe (Men)
ECCO

Classic Moc II Driving Shoe (Men)

$67.47 – $89.97Current Price $67.47 to $89.97
(Up to 51% off select items)Up to 51% off select items.
$140.00Comparable value $140.00
New Markdown
(112)
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)
Grand Remix Oxford (Men)
Cole Haan

Grand Remix Oxford (Men)

$79.97Current Price $79.97
(60% off)60% off.
$200.00Comparable value $200.00
(12)
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)
ZERØGRAND Remastered Stitchlite Wingtip Oxford (Men)
New
Cole Haan

ZERØGRAND Remastered Stitchlite Wingtip Oxford (Men)

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
Dayton Driving Penny Loafer (Men)
New
Johnston & Murphy

Dayton Driving Penny Loafer (Men)

$89.97Current Price $89.97
(63% off)63% off.
$245.00Comparable value $245.00
(9)
New Jersey Bike Toe Oxford (Men)
ECCO

New Jersey Bike Toe Oxford (Men)

$64.98Current Price $64.98
(59% off)59% off.
$160.00Comparable value $160.00
New Markdown
(12)
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$62.96Current Price $62.96
(58% off)58% off.
$150.00Comparable value $150.00
New Markdown
(12)
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)
Steadwell Cap Toe Derby (Men)
Clarks®

Steadwell Cap Toe Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(4)
Stanton Derby (Men)
New
Rockport

Stanton Derby (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
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
(52)
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
(42)
Aldwin Limit Wingtip Derby (Men)
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
(1)
Burchill Lug Sole Derby (Men)
Clarks®

Burchill Lug Sole Derby (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(2)
Upton Wingtip Derby (Men)
Johnston & Murphy

Upton Wingtip Derby (Men)

$119.97Current Price $119.97
(29% off)29% off.
$169.00Comparable value $169.00
(11)
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)
Radcliff Derby (Men)
Clarks®

Radcliff Derby (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Only a few left
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
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
Bradford Cap Toe Derby (Men)
Johnston & Murphy

Bradford Cap Toe Derby (Men)

$96.97Current Price $96.97
(25% off)25% off.
$129.90Comparable value $129.90
(11)
Only a few left
Gibbons Wingtip Derby (Men)
Johnston & Murphy

Gibbons Wingtip Derby (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(2)
Howard Wingtip Oxford (Men)
Clarks®

Howard Wingtip Oxford (Men)

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
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
(13)
Borland Plain Toe Derby (Men)
New
Johnston & Murphy

Borland Plain Toe Derby (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
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
(31)
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)
Gessler Derby (Men)
Clarks®

Gessler Derby (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(4)
Cadet Plain Toe Oxford
NUNN BUSH

Cadet Plain Toe Oxford

$49.97Current Price $49.97
(Up to 47% off)Up to 47% off.
$85.00 – $95.00Comparable value $85.00 to $95.00
(13)
Highpoint Plain Toe Derby (Men)
Florsheim

Highpoint Plain Toe Derby (Men)

$59.97 – $69.97Current Price $59.97 to $69.97
(Up to 45% off)Up to 45% off.
$110.00Comparable value $110.00
(31)
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)
Only a few left
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
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)
Sullivan Wingtip Derby (Men)
New
Johnston & Murphy

Sullivan Wingtip Derby (Men)

$73.97 – $89.97Current Price $73.97 to $89.97
(Up to 62% off)Up to 62% off.
$199.00Comparable value $199.00
(10)
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)
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
Fallo Wingtip Derby (Men)
New
Rockport

Fallo Wingtip Derby (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
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
(4)
Metropole Milan Derby (Men) (Nordstrom Exclusive)
New
ECCO

Metropole Milan Derby (Men) (Nordstrom Exclusive)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(1)
Taylor Moc Toe Penny Loafer (Men)
New
Johnston & Murphy

Taylor Moc Toe Penny Loafer (Men)

$89.97Current Price $89.97
(69% off)69% off.
$298.00Comparable value $298.00
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)
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)
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)
FlexGrand 360 Plain Toe Derby (Men)
New
Cole Haan

FlexGrand 360 Plain Toe Derby (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 58% off)Up to 58% off.
$190.00 – $240.00Comparable value $190.00 to $240.00
(7)
Ruvo Wingtip Derby (Men)
Florsheim

Ruvo Wingtip Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(29)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

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

Garett Wingtip (Men)

$89.95Current Price $89.95
(28% off)28% off.
$125.00Comparable value $125.00
(8)
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)
Metropole London Derby (Men)
ECCO

Metropole London Derby (Men)

$119.97Current Price $119.97
(38% off)38% off.
$194.95Comparable value $194.95
(9)
Stanwood Loafer (Men)
Rockport

Stanwood Loafer (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
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
(5)
Carmelo Cap Toe Derby - Wide Width Available (Men)
NUNN BUSH

Carmelo Cap Toe Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(11)
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)
Egan Saddle Derby (Men)
Dockers®

Egan Saddle Derby (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
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)
'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)
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