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Comfort Dress Shoes for Men

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

Morse Grand 360 Plain Toe Derby (Men)

$71.98 – $99.97Current Price $71.98 to $99.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(12)
Bedford Cap Toe Derby (Men)
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
(84)
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)
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)
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)
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
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)
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)
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
(4)
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)
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)
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
(142)
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)
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)
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)
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
(1)
Hodges Knit Derby (Men)
Johnston & Murphy

Hodges Knit Derby (Men)

$59.97Current Price $59.97
(64% off)64% off.
$169.00Comparable value $169.00
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
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)
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
(30)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(1)
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)
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
(97)
Coltin Derby (Men)
Rockport

Coltin Derby (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
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
(51)
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
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)
2.ZeroGrand Oxford (Men)
Cole Haan

2.ZeroGrand Oxford (Men)

$109.97Current Price $109.97
(64% off)64% off.
$308.00Comparable value $308.00
(657)
Only a few left
Borland Apron Toe Derby (Men)
New
Johnston & Murphy

Borland Apron Toe Derby (Men)

$69.97Current Price $69.97
(53% off)53% off.
$150.00Comparable value $150.00
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)
'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)
Elliott Cap Toe Lace-Up Derby (Men)
New
Nordstrom

Elliott Cap Toe Lace-Up Derby (Men)

$69.97Current Price $69.97
(46% off)46% off.
$129.95Comparable value $129.95
(11)
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)
Barrett Braided Bit Driving Shoe (Men)
Nordstrom

Barrett Braided Bit Driving Shoe (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(26)
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)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97Current Price $59.97
(42% off)42% off.
$105.00Comparable value $105.00
(2)
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)
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)
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)
Gessler Derby (Men)
Clarks®

Gessler Derby (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(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)
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
(8)
Pregamo Derby (Men)
Florsheim

Pregamo Derby (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
New Markdown
(5)
Radcliff Derby (Men)
New
Clarks®

Radcliff Derby (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Metropole Milan Derby (Men)
New
ECCO

Metropole Milan Derby (Men)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(1)
Garett Wingtip (Men)
Rockport

Garett Wingtip (Men)

$89.95Current Price $89.95
(28% off)28% off.
$125.00Comparable value $125.00
(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)
'New Jersey' Slip-On
ECCO

'New Jersey' Slip-On

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(12)
Classic Captain's Oxford (Men)
New
Sperry

Classic Captain's Oxford (Men)

$74.97Current Price $74.97
(48% off)48% off.
$145.00Comparable value $145.00
(1)
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)
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)
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)
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)
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)
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)
Sullivan Wingtip Derby (Men)
New
Johnston & Murphy

Sullivan Wingtip Derby (Men)

$89.97Current Price $89.97
(54% off)54% off.
$199.00Comparable value $199.00
(7)
Stanwood Loafer (Men)
Rockport

Stanwood Loafer (Men)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Authentic Original Boat Shoe (Men)
New
Sperry

Authentic Original Boat Shoe (Men)

Add to Bag or Wish List to see price(10)
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
(1)
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)
'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
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(1)
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)
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
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)
Radcliff Low Derby (Men)
New
Clarks®

Radcliff Low Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
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)
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)
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)
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)
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
Metropole London Derby (Men)
ECCO

Metropole London Derby (Men)

$119.97Current Price $119.97
(38% off)38% off.
$194.95Comparable value $194.95
(9)
    • 1
    • 2
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