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Comfort Dress Shoes for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Slippers
  • Sneakers
240 items
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
(29)
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)
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$119.97 – $129.97Current Price $119.97 to $129.97
(Up to 47% off)Up to 47% off.
$230.00Comparable value $230.00
(15)
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
(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
Canton Sneaker (Men)
Rockport

Canton Sneaker (Men)

$99.95Current Price $99.95
(20% off)20% off.
$125.00Comparable value $125.00
(1)
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)
Vecchio Wingtip Derby (Men)
Florsheim

Vecchio Wingtip Derby (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(4)
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
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)
Griff Oxford Sneaker (Men)
NUNN BUSH

Griff Oxford Sneaker (Men)

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
(1)
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
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)
Tradeston Plain Toe Derby (Men)
Black Friday Deal
Dockers®

Tradeston Plain Toe Derby (Men)

$44.99Current Price $44.99
(40% off)40% off.
$75.00Comparable value $75.00
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)
Griff Plain Toe Derby (Men)
NUNN BUSH

Griff Plain Toe Derby (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(1)
Grand Shadowlite Plain Toe Derby (Men)
New!
Cole Haan

Grand Shadowlite Plain Toe Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
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)
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
Griff Plain Toe Derby (Wide Width Available) (Men)
NUNN BUSH

Griff Plain Toe Derby (Wide Width Available) (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
Franco Derby Sneaker (Men)
New!
Dockers®

Franco Derby Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
ØriginalGrand Wingtip Oxford (Men)
Cole Haan

ØriginalGrand Wingtip Oxford (Men)

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
Damick Plain Toe Derby (Men)
Black Friday Deal
Dockers®

Damick Plain Toe Derby (Men)

$44.99Current Price $44.99
(47% off)47% off.
$85.00Comparable value $85.00
Sawyer Derby (Men)
Dr. Scholl's

Sawyer Derby (Men)

$29.98Current Price $29.98
(64% off)64% off.
$85.00Comparable value $85.00
(1)
Norcross Cap Toe Oxford (Men)
NUNN BUSH

Norcross Cap Toe Oxford (Men)

$89.97Current Price $89.97
(Up to 28% off)Up to 28% off.
$100.00 – $125.00Comparable value $100.00 to $125.00
Morse Grand Wingtip Derby (Men)
Cole Haan

Morse Grand Wingtip Derby (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Easton SUPRO Derby (Men)
Deer Stags

Easton SUPRO Derby (Men)

$54.97Current Price $54.97
(15% off)15% off.
$65.00Comparable value $65.00
(1)
Barklay Canvas Derby - Wide Width Available (Men)
NUNN BUSH

Barklay Canvas Derby - Wide Width Available (Men)

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
(32)
Walkmaster Plain Toe Derby - Wide Width Available (Men)
Deer Stags

Walkmaster Plain Toe Derby - Wide Width Available (Men)

$74.97Current Price $74.97
(28% off)28% off.
$105.00Comparable value $105.00
(3)
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
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
(9)
Gates Cap Toe Derby (Men)
NUNN BUSH

Gates Cap Toe Derby (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(1)
Ruvo Plain Toe Leather Derby (Men)
Florsheim

Ruvo Plain Toe Leather Derby (Men)

$99.97Current Price $99.97
(Up to 31% off)Up to 31% off.
$140.00 – $145.00Comparable value $140.00 to $145.00
(24)
Steadwell Derby (Men)
Clarks®

Steadwell Derby (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 42% off)Up to 42% off.
$105.00Comparable value $105.00
Ruvo Wingtip Derby (Men)
Florsheim

Ruvo Wingtip Derby (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(29)
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
2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)
Cole Haan

2.ZeroGrand Stitchlite Water Resistant Wingtip (Men)

$65.98 – $109.97Current Price $65.98 to $109.97
(Up to 68% off select items)Up to 68% off select items.
$199.00 – $209.00Comparable value $199.00 to $209.00
(1180)
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)
Grand Crosscourt Runox Sneaker (Men)
New!
Cole Haan

Grand Crosscourt Runox Sneaker (Men)

$79.97Current Price $79.97
(52% off)52% off.
$170.00Comparable value $170.00
(14)
Holcomb Waterproof Plain Toe Derby (Men)
Johnston & Murphy

Holcomb Waterproof Plain Toe Derby (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
(35)
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
(3)
Chase Wingtip Derby (Men)
NUNN BUSH

Chase Wingtip Derby (Men)

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

Clarkson Wingtip Derby (Men)

$54.99Current Price $54.99
(35% off)35% off.
$85.00Comparable value $85.00
Pregamo Cap Toe Derby (Men)
Florsheim

Pregamo Cap Toe Derby (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(31)
Lisbon SUPRO Derby (Men)
Deer Stags

Lisbon SUPRO Derby (Men)

$54.97Current Price $54.97
(26% off)26% off.
$75.00Comparable value $75.00
Ferguson Sneaker (Men)
New!
Dockers®

Ferguson Sneaker (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Elmer Moc Toe Oxford (Men)
Dockers®

Elmer Moc Toe Oxford (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
Chicago Leather Oxford (Men)
Florsheim

Chicago Leather Oxford (Men)

$79.97Current Price $79.97
(36% off)36% off.
$125.00Comparable value $125.00
(135)
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)
Hayden Plain Toe Derby Sneaker (Men)
Johnston & Murphy

Hayden Plain Toe Derby Sneaker (Men)

$54.97Current Price $54.97
(60% off)60% off.
$139.00Comparable value $139.00
(2)
Mako 2-Eye Boat Shoe (Men)
Sperry

Mako 2-Eye Boat Shoe (Men)

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
(414)
'ZeroGrand' Wingtip (Men)
Cole Haan

'ZeroGrand' Wingtip (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(39)
Keefe Cap Toe Oxford (Men)
New!
Rockport

Keefe Cap Toe Oxford (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
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)
Luke Sneaker (Men)
Børn

Luke Sneaker (Men)

$47.98Current Price $47.98
(60% off)60% off.
$120.00Comparable value $120.00
(14)
Only a few left
Morse Grand Plain Toe Derby (Men)
Cole Haan

Morse Grand Plain Toe Derby (Men)

$89.96 – $119.97Current Price $89.96 to $119.97
(Up to 55% off select items)Up to 55% off select items.
$200.00Comparable value $200.00
Landon Cap Toe (Men)
Johnston & Murphy

Landon Cap Toe (Men)

$79.97Current Price $79.97
(38% off)38% off.
$129.00Comparable value $129.00
(1)
Braydon Plain Toe Derby (Men)
Johnston & Murphy

Braydon Plain Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(1)
Garett Wingtip (Men)
Rockport

Garett Wingtip (Men)

$89.95Current Price $89.95
(28% off)28% off.
$125.00Comparable value $125.00
(8)
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)
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
Plainview Oxford
Eastland

Plainview Oxford

$94.97Current Price $94.97
(24% off)24% off.
$125.00Comparable value $125.00
(2)
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)
Nelson Wingtip Derby (Men)
NUNN BUSH

Nelson Wingtip Derby (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
Harrington II Slip Resistant Oxford
Dr. Scholl's

Harrington II Slip Resistant Oxford

$74.97Current Price $74.97
(71)
'Great Jones' Wingtip (Men)
New!
Cole Haan

'Great Jones' Wingtip (Men)

$84.97Current Price $84.97
Only a few left
Walsh Moc Toe Derby (Men)
Dockers®

Walsh Moc Toe Derby (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
Grandevolution Stitchlite Oxford (Men)
Cole Haan

Grandevolution Stitchlite Oxford (Men)

$71.48 – $109.97Current Price $71.48 to $109.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(191)
Lancaster Cap Toe Derby (Men)
Johnston & Murphy

Lancaster Cap Toe Derby (Men)

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
(2)
DOCKERS Fairway Plain Toe Dress Derby (Men)
Dockers®

DOCKERS Fairway Plain Toe Dress Derby (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(1)
Ellsworth Cap Toe Oxford (Men)
New!
Johnston & Murphy

Ellsworth Cap Toe Oxford (Men)

$79.97Current Price $79.97
(72% off)72% off.
$295.00Comparable value $295.00
Jarvis Cap Toe Oxford (Men)
NUNN BUSH

Jarvis Cap Toe Oxford (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
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