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Comfort Loafers & Slip-Ons for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
194 items
Feel Engaged Plantar Fasciitis Loafer
New
Dr. Scholl's

Feel Engaged Plantar Fasciitis Loafer

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(1)
Morse Grand 360 Plain Toe Derby
Cole Haan

Morse Grand 360 Plain Toe Derby

$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
(18)
Regent Loafer
Rockport

Regent Loafer

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(3)
ØriginalGrand CitySpectre Wholecut Shoe
Cole Haan

ØriginalGrand CitySpectre Wholecut Shoe

$48.96 – $99.97Current Price $48.96 to $99.97
(Up to 74% off select items)Up to 74% off select items.
$190.00Comparable value $190.00
New Markdown
(3)
OG Remastered Oxford
Cole Haan

OG Remastered Oxford

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(1)
Grand Hurrion Stitchlite Wing Oxford
Cole Haan

Grand Hurrion Stitchlite Wing Oxford

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(88)
Classic Captain's Oxford
Sperry

Classic Captain's Oxford

$61.73Current Price $61.73
(66% off)66% off.
$185.00Comparable value $185.00
(1)
Utti Slip-On Loafer
New
Birkenstock

Utti Slip-On Loafer

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Brody Driving Penny Loafer
Nordstrom

Brody Driving Penny Loafer

$34.98 – $69.97Current Price $34.98 to $69.97
(Up to 61% off select items)Up to 61% off select items.
$89.95 – $99.95Comparable value $89.95 to $99.95
(152)
Hill Grand Driver Loafer
Cole Haan

Hill Grand Driver Loafer

$71.48Current Price $71.48
(65% off)65% off.
$205.00Comparable value $205.00
New Markdown
(2)
Lawton Polished Apron Toe Loafer
Dockers®

Lawton Polished Apron Toe Loafer

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(25)
Stanwood Loafer
Rockport

Stanwood Loafer

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(1)
Twin Gore Leather Slip-On Sneaker
Cole Haan

Twin Gore Leather Slip-On Sneaker

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(2)
Grand Hurrion Stitchlite™ Plain Toe Oxford
Cole Haan

Grand Hurrion Stitchlite™ Plain Toe Oxford

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(25)
Emmett Loafer
Børn

Emmett Loafer

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
(7)
Ruben 02 Oxford
Josef Seibel

Ruben 02 Oxford

$64.97Current Price $64.97
(58% off)58% off.
$155.00Comparable value $155.00
(1)
Oslo Moc Toe Venetian Loafer
NUNN BUSH

Oslo Moc Toe Venetian Loafer

$54.97Current Price $54.97
(31% off)31% off.
$80.00Comparable value $80.00
Harpoon Crush Loafer
Sperry

Harpoon Crush Loafer

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Griff Oxford Sneaker - Wide Width Available
NUNN BUSH

Griff Oxford Sneaker - Wide Width Available

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
(1)
Wade Work Slip Resistant Moc Toe Venetian Loafer - Wide Width Available
NUNN BUSH

Wade Work Slip Resistant Moc Toe Venetian Loafer - Wide Width Available

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(20)
Flexwell Step Slip-On Sneaker
Clarks®

Flexwell Step Slip-On Sneaker

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Beck Penny Loafer
Johnston & Murphy

Beck Penny Loafer

$69.97Current Price $69.97
(41% off)41% off.
$119.90Comparable value $119.90
Nantucket Penny Loafer Sneaker
Cole Haan

Nantucket Penny Loafer Sneaker

$67.47 – $89.97Current Price $67.47 to $89.97
(Up to 48% off select items)Up to 48% off select items.
$130.00Comparable value $130.00
(1)
Travel Penny Loafer
ECCO

Travel Penny Loafer

$59.96 – $79.97Current Price $59.96 to $79.97
(Up to 50% off select items)Up to 50% off select items.
$120.00Comparable value $120.00
Baldwin Water Resistant Penny Loafer
Eastland

Baldwin Water Resistant Penny Loafer

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(1)
Scarborough Water Resistant Loafer
New
Eastland

Scarborough Water Resistant Loafer

$44.97Current Price $44.97
(64% off)64% off.
$125.00Comparable value $125.00
Hyde II Moc Toe Loafer - Wide Width Available
NUNN BUSH

Hyde II Moc Toe Loafer - Wide Width Available

$44.97Current Price $44.97
(Up to 47% off)Up to 47% off.
$80.00 – $85.00Comparable value $80.00 to $85.00
(38)
Watkins Oxford
Dockers®

Watkins Oxford

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(4)
Hall Grand Penny Driving Loafer
Cole Haan

Hall Grand Penny Driving Loafer

$82.47Current Price $82.47
(58% off)58% off.
$200.00Comparable value $200.00
New Markdown
Enrico 31 Loafer
Josef Seibel

Enrico 31 Loafer

$64.97Current Price $64.97
(59% off)59% off.
$160.00Comparable value $160.00
Kākaha Nia Convertible Loafer
New
OluKai

Kākaha Nia Convertible Loafer

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
(41)
Bedford Penny Loafer
Cole Haan

Bedford Penny Loafer

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(79)
Easedale Comfort Oxford Derby
Dockers®

Easedale Comfort Oxford Derby

$14.99 – $59.97Current Price $14.99 to $59.97
(Up to 82% off select items)Up to 82% off select items.
$85.00Comparable value $85.00
(10)
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)
Liam Penny Loafer
New
Børn

Liam Penny Loafer

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Gold Cup Billfish Penny Loafer
Sperry

Gold Cup Billfish Penny Loafer

$83.98Current Price $83.98
(56% off)56% off.
$195.00Comparable value $195.00
New Markdown
Scotty Loafer
Børn

Scotty Loafer

$84.97Current Price $84.97
(29% off)29% off.
$120.00Comparable value $120.00
(26)
Winder II Slip Resistant Loafer - Wide Width Available
Dr. Scholl's

Winder II Slip Resistant Loafer - Wide Width Available

$75.00Current Price $75.00
(28% off)28% off.
$105.00Comparable value $105.00
(107)
Eton Moc Toe Loafer
Dockers®

Eton Moc Toe Loafer

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(6)
Gold Cup Billfish Penny Loafer
Sperry

Gold Cup Billfish Penny Loafer

$90.98Current Price $90.98
(53% off)53% off.
$195.00Comparable value $195.00
New Markdown
ZERØGRAND Remastered Stitchlite Wingtip Oxford
Cole Haan

ZERØGRAND Remastered Stitchlite Wingtip Oxford

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
Tyler 10 Penny Loafer
Josef Seibel

Tyler 10 Penny Loafer

$48.72Current Price $48.72
(67% off)67% off.
$150.00Comparable value $150.00
New Markdown
Pinch Prep Penny Loafer
Cole Haan

Pinch Prep Penny Loafer

$77.98 – $119.97Current Price $77.98 to $119.97
(Up to 67% off select items)Up to 67% off select items.
$238.00Comparable value $238.00
New Markdown
(31)
OriginalGrand Cityspectre Cap Toe Oxford
New
Cole Haan

OriginalGrand Cityspectre Cap Toe Oxford

$72.97 – $99.97Current Price $72.97 to $99.97
(Up to 61% off)Up to 61% off.
$190.00Comparable value $190.00
(1)
Monahan Plain Toe Oxford
Clarks®

Monahan Plain Toe Oxford

$59.96 – $69.97Current Price $59.96 to $69.97
(Up to 53% off select items)Up to 53% off select items.
$130.00Comparable value $130.00
Markman Plain Leather Loafer
Clarks®

Markman Plain Leather Loafer

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Coban Sport Hybrid Loafer
Dockers®

Coban Sport Hybrid Loafer

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
(2)
Luca Moc Toe Penny Loafer - Wide Width Available
NUNN BUSH

Luca Moc Toe Penny Loafer - Wide Width Available

$59.97Current Price $59.97
(Up to 40% off)Up to 40% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(1)
Kore Pro Bike Toe Slip-On - Wide Width Available
NUNN BUSH

Kore Pro Bike Toe Slip-On - Wide Width Available

$84.97Current Price $84.97
(Up to 22% off)Up to 22% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
Davenport Venetian Loafer
Sperry

Davenport Venetian Loafer

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
Pinch Weekend Venetian Loafer
New
Cole Haan

Pinch Weekend Venetian Loafer

$49.97 – $64.97Current Price $49.97 to $64.97
(Up to 61% off)Up to 61% off.
$130.00Comparable value $130.00
(2)
Luca Moc Toe Venetian Loafer - Wide Width Available
NUNN BUSH

Luca Moc Toe Venetian Loafer - Wide Width Available

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
Godney Boat Shoe
Clarks®

Godney Boat Shoe

$59.96Current Price $59.96
(60% off)60% off.
$150.00Comparable value $150.00
New Markdown
(2)
Elmhurst Loafer
Dockers®

Elmhurst Loafer

$59.97Current Price $59.97
(20% off)20% off.
$75.00Comparable value $75.00
(5)
Exceed Water Resistant Lace-Up Oxford
ECCO

Exceed Water Resistant Lace-Up Oxford

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(2)
Bryce Bit Driving Shoe
Nordstrom

Bryce Bit Driving Shoe

$29.98 – $69.97Current Price $29.98 to $69.97
(Up to 66% off select items)Up to 66% off select items.
$89.95Comparable value $89.95
(71)
American Classic Hampton Leather Loafer
Cole Haan

American Classic Hampton Leather Loafer

$89.97Current Price $89.97
(39% off)39% off.
$148.00Comparable value $148.00
(1)
Pro Step Slip Resistant Loafer
Clarks®

Pro Step Slip Resistant Loafer

$49.99Current Price $49.99
(64% off)64% off.
$140.00Comparable value $140.00
Circuit Leather Plain Toe Derby - Wide Width Available
NUNN BUSH

Circuit Leather Plain Toe Derby - Wide Width Available

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
(16)
Monza Moc Toe Penny Loafer
Florsheim

Monza Moc Toe Penny Loafer

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(13)
Grand Remix Wingtip Oxford Sneaker
Cole Haan

Grand Remix Wingtip Oxford Sneaker

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 52% off)Up to 52% off.
$210.00Comparable value $210.00
(3)
Emmett Loafer
Børn

Emmett Loafer

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
(1)
Chase Moc Toe Loafer - Wide Width Available
NUNN BUSH

Chase Moc Toe Loafer - Wide Width Available

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 41% off)Up to 41% off.
$85.00Comparable value $85.00
(5)
Owen II Moc Slip-On Loafer - Wide Width Available
NUNN BUSH

Owen II Moc Slip-On Loafer - Wide Width Available

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Alder Faux Shearling Lined Suede Slipper
UGG®

Alder Faux Shearling Lined Suede Slipper

$43.98Current Price $43.98
(56% off)56% off.
$100.00Comparable value $100.00
(542)
Norman Loafer
New
Camper

Norman Loafer

$124.97Current Price $124.97
(39% off)39% off.
$205.00Comparable value $205.00
Harrington II Slip Resistant Oxford - Wide Width Available
Dr. Scholl's

Harrington II Slip Resistant Oxford - Wide Width Available

$74.97Current Price $74.97
(28% off)28% off.
$105.00Comparable value $105.00
(151)
Otto Moc Toe Loafer - Wide Width Available
NUNN BUSH

Otto Moc Toe Loafer - Wide Width Available

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(5)
Carnegie Penny Loafer
New
Cole Haan

Carnegie Penny Loafer

$74.97 – $76.97Current Price $74.97 to $76.97
(Up to 62% off)Up to 62% off.
$200.00Comparable value $200.00
(8)
Original Grand Shortwing Oxford
Cole Haan

Original Grand Shortwing Oxford

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(303)
Whiddon Cap Toe Oxford - Wide Width Available
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available

$29.98 – $59.97Current Price $29.98 to $59.97
(Up to 71% off select items)Up to 71% off select items.
$105.00Comparable value $105.00
(31)
Pembroke Loafer
New
Dockers®

Pembroke Loafer

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