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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
241 items
Grand Remix Derby (Men)
New!
Cole Haan

Grand Remix Derby (Men)

$64.98 – $109.97Current Price $64.98 to $109.97
(Up to 68% off select items)Up to 68% off select items.
$208.00Comparable value $208.00
(83)
Lite Hybrid Derby (Men)
ECCO

Lite Hybrid Derby (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Grand Remix Oxford (Men)
New!
Cole Haan

Grand Remix Oxford (Men)

$65.98 – $109.97Current Price $65.98 to $109.97
(Up to 67% off select items)Up to 67% off select items.
$190.00 – $200.00Comparable value $190.00 to $200.00
(10)
Sync Derby - Wide Width Available (Men)
Dr. Scholl's

Sync Derby - Wide Width Available (Men)

$59.97 – $65.00Current Price $59.97 to $65.00
(Up to 31% off)Up to 31% off.
$85.00 – $95.00Comparable value $85.00 to $95.00
(47)
ZeroGrand Remastered Plain Toe Derby (Men)
New!
Cole Haan

ZeroGrand Remastered Plain Toe Derby (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
(9)
Queenstown Plain Toe Derby (Men)
New!
ECCO

Queenstown Plain Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
Easedale Comfort Oxford Derby (Men)
Dockers®

Easedale Comfort Oxford Derby (Men)

$39.97 – $59.99Current Price $39.97 to $59.99
(Up to 52% off)Up to 52% off.
$85.00Comparable value $85.00
(5)
Brantin Plain Toe Derby (Men)
Clarks®

Brantin Plain Toe Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(1)
Ryker Plain Toe Derby
New!
Børn

Ryker Plain Toe Derby

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
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
(33)
Grand Hurrion Stitchlite Wing Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (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
(49)
Weltridge Plain Toe Derby (Men)
Clarks®

Weltridge Plain Toe Derby (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Cacey Derby - Wide Width Available (Men)
New!
Rockport

Cacey Derby - Wide Width Available (Men)

$49.97Current Price $49.97
(64% off)64% off.
$140.00Comparable value $140.00
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
(81)
2.ZeroGrand Laser Wing Derby (Men)
Cole Haan

2.ZeroGrand Laser Wing Derby (Men)

$64.98 – $119.97Current Price $64.98 to $119.97
(Up to 78% off select items)Up to 78% off select items.
$160.00 – $300.00Comparable value $160.00 to $300.00
(1584)
Only a few left
Grand 360 Cap Toe Derby (Men)
Cole Haan

Grand 360 Cap Toe Derby (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
(19)
Newmark Grand Plain Toe Derby (Men)
New!
Cole Haan

Newmark Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
Chase Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Derby - Wide Width Available (Men)

$38.47 – $54.97Current Price $38.47 to $54.97
(Up to 54% off select items)Up to 54% off select items.
$85.00 – $90.00Comparable value $85.00 to $90.00
(63)
Bronson Plain Toe Derby (Men)
Dockers®

Bronson Plain Toe Derby (Men)

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(4)
Hayden Oxford (Men)
New!
Johnston & Murphy

Hayden Oxford (Men)

$89.97Current Price $89.97
(35% off)35% off.
$139.00Comparable value $139.00
Brantin Plain Toe Derby (Men)
Clarks®

Brantin Plain Toe Derby (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
2.ZeroGrand Laser Wing Derby (Men)
New!
Cole Haan

2.ZeroGrand Laser Wing Derby (Men)

$71.48 – $99.97Current Price $71.48 to $99.97
(Up to 76% off select items)Up to 76% off select items.
$300.00 – $308.00Comparable value $300.00 to $308.00
(1646)
Chase Plain Toe Derby (Men)
NUNN BUSH

Chase Plain Toe Derby (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(5)
Bedford Cap Toe Derby (Men)
Cole Haan

Bedford Cap Toe Derby (Men)

$59.98 – $99.97Current Price $59.98 to $99.97
(Up to 79% off select items)Up to 79% off select items.
$298.00Comparable value $298.00
(71)
Chamberlin Grand Plain Toe Derby (Men)
New!
Cole Haan

Chamberlin Grand Plain Toe Derby (Men)

$109.97Current Price $109.97
(52% off)52% off.
$230.00Comparable value $230.00
Tristen Derby (Men)
Børn

Tristen Derby (Men)

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(5)
Highpoint Plain Toe Derby (Men)
Florsheim

Highpoint Plain Toe Derby (Men)

$38.98 – $59.97Current Price $38.98 to $59.97
(Up to 64% off select items)Up to 64% off select items.
$110.00Comparable value $110.00
(29)
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
Farren Waterproof Plain Toe Derby (Men)
ara

Farren Waterproof Plain Toe Derby (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
Exceed Water Resistant Lace-Up Oxford (Men)
ECCO

Exceed Water Resistant Lace-Up Oxford (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 35% off)Up to 35% off.
$140.00Comparable value $140.00
Radcliff Plain Toe Derby (Men)
Clarks®

Radcliff Plain Toe Derby (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 41% off)Up to 41% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
OriginalGrand Energyweave Wing Oxford (Men)
Cole Haan

OriginalGrand Energyweave Wing Oxford (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(4)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(5)
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)
Only a few left
Sawyer Derby (Men)
Dr. Scholl's

Sawyer Derby (Men)

$29.98Current Price $29.98
(64% off)64% off.
$85.00Comparable value $85.00
(1)
Easedale Derby (Men)
New!
Dockers®

Easedale Derby (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(4)
Hyde II Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Hyde II Plain Toe Derby - Wide Width Available (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 47% off)Up to 47% off.
$85.00Comparable value $85.00
(43)
Dresslite Apron Toe Derby (Men)
New!
Clarks®

Dresslite Apron Toe Derby (Men)

$79.97Current Price $79.97
(15% off)15% off.
$95.00Comparable value $95.00
Cosimo Plain Toe Oxford (Men)
Florsheim

Cosimo Plain Toe Oxford (Men)

$59.97Current Price $59.97
(47% off)47% off.
$115.00Comparable value $115.00
(12)
Maddox Sneaker
Børn

Maddox Sneaker

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(12)
New Jersey Bike Toe Oxford (Men)
ECCO

New Jersey Bike Toe Oxford (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(12)
Synergy Plain Toe Derby (Men)
Dr. Scholl's

Synergy Plain Toe Derby (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(9)
Original Grand Shortwing Oxford (Men)
Cole Haan

Original Grand Shortwing Oxford (Men)

$53.98 – $89.97Current Price $53.98 to $89.97
(Up to 64% off select items)Up to 64% off select items.
$150.00Comparable value $150.00
(294)
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
(26)
ST.1 Hybrid Cap Toe Derby (Men)
ECCO

ST.1 Hybrid Cap Toe Derby (Men)

$169.97Current Price $169.97
(32% off)32% off.
$249.95Comparable value $249.95
(2)
Bradley Plain Toe Shoe (Men)
Clarks®

Bradley Plain Toe Shoe (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Handel Plain Toe Derby (Men)
Black Friday Deal
Dockers®

Handel Plain Toe Derby (Men)

$44.99Current Price $44.99
(40% off)40% off.
$75.00Comparable value $75.00
(3)
Belson Moc Toe Oxford (Men)
Dockers®

Belson Moc Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Morse Grand Plain Toe Derby (Men)
Cole Haan

Morse Grand Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)
Cole Haan

Grand Hurrion Stitchlite™ Plain Toe Oxford (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(12)
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
(5)
'Great Jones' Wingtip (Men)
New!
Cole Haan

'Great Jones' Wingtip (Men)

$84.97Current Price $84.97
Only a few left
Tobias Plain Toe Derby (Men)
New!
Børn

Tobias Plain Toe Derby (Men)

$49.97Current Price $49.97
(56% off)56% off.
$115.00Comparable value $115.00
Metropole Oslo Derby (Men)
ECCO

Metropole Oslo Derby (Men)

$114.97Current Price $114.97
(47% off)47% off.
$219.95Comparable value $219.95
(1)
Only a few left
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
(84)
Metropole London Derby (Men)
New!
ECCO

Metropole London Derby (Men)

$124.97 – $199.95Current Price $124.97 to $199.95
(Up to 37% off select items)Up to 37% off select items.
$199.95Comparable value $199.95
(8)
Edgehill Flex Derby (Men)
Black Friday Deal
Dockers®

Edgehill Flex Derby (Men)

$44.99Current Price $44.99
(Up to 47% off)Up to 47% off.
$75.00 – $85.00Comparable value $75.00 to $85.00
(4)
Hawthorne Cap Toe Oxford (Men)
Cole Haan

Hawthorne Cap Toe Oxford (Men)

$119.97Current Price $119.97
(49% off)49% off.
$238.00Comparable value $238.00
(35)
Madison Menox Derby (Men)
Dr. Scholl's

Madison Menox Derby (Men)

$38.98 – $64.97Current Price $38.98 to $64.97
(Up to 58% off select items)Up to 58% off select items.
$95.00Comparable value $95.00
(3)
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$89.97Current Price $89.97
(Up to 18% off)Up to 18% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
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
(13)
Watkins Oxford (Men)
Dockers®

Watkins Oxford (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
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
Chase Mixed Media Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Chase Mixed Media Plain Toe Derby - Wide Width Available (Men)

$30.23 – $54.97Current Price $30.23 to $54.97
(Up to 64% off select items)Up to 64% off select items.
$85.00Comparable value $85.00
(16)
Helsinki Classic Bike Toe Derby (Men)
ECCO

Helsinki Classic Bike Toe Derby (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
(12)
Lite Hybrid Sneaker (Men)
ECCO

Lite Hybrid Sneaker (Men)

$59.98 – $94.97Current Price $59.98 to $94.97
(Up to 57% off select items)Up to 57% off select items.
$140.00Comparable value $140.00
Eastridge Moc Toe Derby (Men)
Clarks®

Eastridge Moc Toe Derby (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Gates Plain Toe Derby - Wide Width Available (Men)
NUNN BUSH

Gates Plain Toe Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
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)
ØriginalGrand Wingtip Oxford (Men)
Cole Haan

ØriginalGrand Wingtip Oxford (Men)

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
Craftwell Moc Toe Derby (Men)
New!
Clarks®

Craftwell Moc Toe Derby (Men)

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
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)
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