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Comfort Loafers & Slip-Ons for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
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197 items
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(77)
Free Spirit Driver Loafer (Men)
New
Samuel Hubbard

Free Spirit Driver Loafer (Men)

$72.97Current Price $72.97
(62% off)62% off.
$195.00Comparable value $195.00
Only a few left
Grand Hurrion Stitchlite Wing Oxford (Men)
New
Cole Haan

Grand Hurrion Stitchlite Wing Oxford (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(86)
Travel Penny Loafer (Men)
ECCO

Travel Penny Loafer (Men)

$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
New Markdown
Richland Bit Loafer (Men)
New
Johnston & Murphy

Richland Bit Loafer (Men)

$62.97Current Price $62.97
(62% off)62% off.
$169.00Comparable value $169.00
Only a few left
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
(31)
Brody Driving Penny Loafer (Men)
Nordstrom

Brody Driving Penny Loafer (Men)

$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
New Markdown
(152)
Eon Wingtip Oxford Sneaker (Men)
New
Cole Haan

Eon Wingtip Oxford Sneaker (Men)

$109.97Current Price $109.97
(57% off)57% off.
$260.00Comparable value $260.00
(9)
Liam Penny Loafer (Men)
New
Børn

Liam Penny Loafer (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Pinch Penny Loafer (Men)
Cole Haan

Pinch Penny Loafer (Men)

$109.97Current Price $109.97
(53% off)53% off.
$238.00Comparable value $238.00
(2)
American Classic Hampton Leather Loafer (Men)
New
Cole Haan

American Classic Hampton Leather Loafer (Men)

$89.97Current Price $89.97
(39% off)39% off.
$148.00Comparable value $148.00
(1)
Nantucket Penny Loafer Sneaker (Men)
Cole Haan

Nantucket Penny Loafer Sneaker (Men)

$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
New Markdown
(1)
Classic Captain's Oxford (Men)
Sperry

Classic Captain's Oxford (Men)

$61.73Current Price $61.73
(66% off)66% off.
$185.00Comparable value $185.00
New Markdown
Beck Penny Loafer (Men)
New
Johnston & Murphy

Beck Penny Loafer (Men)

$69.97Current Price $69.97
(41% off)41% off.
$119.90Comparable value $119.90
Newmark Grand Cap Toe Oxford (Men)
Cole Haan

Newmark Grand Cap Toe Oxford (Men)

$119.97 – $129.97Current Price $119.97 to $129.97
(Up to 61% off)Up to 61% off.
$308.00Comparable value $308.00
Emmett Loafer (Men)
Børn

Emmett Loafer (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
(6)
Hall Driving Penny Loafer (Men)
New
Cole Haan

Hall Driving Penny Loafer (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
Monahan Plain Toe Oxford (Men)
Clarks®

Monahan Plain Toe Oxford (Men)

$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
New Markdown
Un Briley Step Slip-On Loafer (Men)
Clarks®

Un Briley Step Slip-On Loafer (Men)

$59.96Current Price $59.96
(62% off)62% off.
$160.00Comparable value $160.00
New Markdown
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)
Harrison Casual Loafer (Men)
New
Nordstrom

Harrison Casual Loafer (Men)

$69.97Current Price $69.97
(22% off)22% off.
$89.95Comparable value $89.95
(2)
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$64.98Current Price $64.98
(53% off)53% off.
$140.00Comparable value $140.00
New Markdown
(1)
Grand Ultra Oxford (Men)
New
Cole Haan

Grand Ultra Oxford (Men)

$89.97Current Price $89.97
(60% off)60% off.
$230.00Comparable value $230.00
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
(24)
Gold Cup™ Harpswell Venetian Driving Loafer (Men)
New
Sperry

Gold Cup™ Harpswell Venetian Driving Loafer (Men)

$79.97Current Price $79.97
(58% off)58% off.
$195.00Comparable value $195.00
Lewis Grand Bit Loafer (Men)
New
Cole Haan

Lewis Grand Bit Loafer (Men)

$119.97Current Price $119.97
(45% off)45% off.
$220.00Comparable value $220.00
Whitlaw Tassel Loafer (Men)
Rockport

Whitlaw Tassel Loafer (Men)

$99.95Current Price $99.95
(9% off)9% off.
$110.00Comparable value $110.00
Original Grand Shortwing Oxford (Men)
Cole Haan

Original Grand Shortwing Oxford (Men)

$55.96 – $79.97Current Price $55.96 to $79.97
(Up to 65% off select items)Up to 65% off select items.
$160.00Comparable value $160.00
(303)
OG Cityspectre Wholecut Oxford (Men)
New
Cole Haan

OG Cityspectre Wholecut Oxford (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
Kākaha Nia Convertible Loafer (Men)
OluKai

Kākaha Nia Convertible Loafer (Men)

$64.97Current Price $64.97
(50% off)50% off.
$130.00Comparable value $130.00
(39)
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
OG Remastered Oxford (Men)
New
Cole Haan

OG Remastered Oxford (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(14)
Baldwin Water Resistant Penny Loafer (Men)
Eastland

Baldwin Water Resistant Penny Loafer (Men)

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(1)
City Spectre Leather Loafer (Women)
New
Cole Haan

City Spectre Leather Loafer (Women)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(4)
Davenport Venetian Loafer (Men)
New
Sperry

Davenport Venetian Loafer (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
Whitley Loafer - Wide Widths Available (Men)
Rockport

Whitley Loafer - Wide Widths Available (Men)

$99.95Current Price $99.95
(9% off)9% off.
$110.00Comparable value $110.00
(1)
Hodges Cap Toe Oxford (Men)
New
Johnston & Murphy

Hodges Cap Toe Oxford (Men)

$79.97Current Price $79.97
(52% off)52% off.
$169.00Comparable value $169.00
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
(8)
Hutchison Grand Bit Driving Loafer (Men)
New
Cole Haan

Hutchison Grand Bit Driving Loafer (Men)

$109.97Current Price $109.97
(46% off)46% off.
$205.00Comparable value $205.00
Harpoon Crush Loafer (Men)
Sperry

Harpoon Crush Loafer (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Noah Penny Loafer - Wide Width Available (Men)
NUNN BUSH

Noah Penny Loafer - Wide Width Available (Men)

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
Pro Step Slip Resistant Loafer (Men)
Clarks®

Pro Step Slip Resistant Loafer (Men)

$49.99Current Price $49.99
(64% off)64% off.
$140.00Comparable value $140.00
New Markdown
Brantin Plaid Leather Oxford Shoe (Men)
Clarks®

Brantin Plaid Leather Oxford Shoe (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Langley Penny Loafer (Men)
Børn

Langley Penny Loafer (Men)

$59.97 – $62.96Current Price $59.97 to $62.96
(Up to 57% off)Up to 57% off.
$140.00Comparable value $140.00
(10)
Grand Remix Wingtip Oxford Sneaker (Men)
Cole Haan

Grand Remix Wingtip Oxford Sneaker (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 52% off)Up to 52% off.
$210.00Comparable value $210.00
(3)
Harper Penny Loafer (Men)
New
Mephisto

Harper Penny Loafer (Men)

$136.97Current Price $136.97
(60% off)60% off.
$349.00Comparable value $349.00
(3)
Only a few left
Sullivan Bit Loafer (Men)
New
Johnston & Murphy

Sullivan Bit Loafer (Men)

$73.97Current Price $73.97
(62% off)62% off.
$199.00Comparable value $199.00
(1)
Only a few left
Brantin Loafer (Men)
New
Clarks®

Brantin Loafer (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Wyatt Leather Bit Driver Loafer (Men)
Cole Haan

Wyatt Leather Bit Driver Loafer (Men)

$99.97Current Price $99.97
(51% off)51% off.
$208.00Comparable value $208.00
(220)
Keaton Kiltie Fringe Tassel Loafer - Wide Width Available (Men)
NUNN BUSH

Keaton Kiltie Fringe Tassel Loafer - Wide Width Available (Men)

$79.97Current Price $79.97
(15% off)15% off.
$95.00Comparable value $95.00
Colleague Classic Penny Loafer (Men)
Dockers®

Colleague Classic Penny Loafer (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(12)
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)
Regent Loafer (Men)
Rockport

Regent Loafer (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(1)
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
(3)
Cody Driving Loafer (Men) (Nordstrom Exclusive)
New
Nordstrom

Cody Driving Loafer (Men) (Nordstrom Exclusive)

$33.97Current Price $33.97
(62% off)62% off.
$89.95Comparable value $89.95
(32)
Only a few left
Luca Moc Toe Penny Loafer - Wide Width Available (Men)
NUNN BUSH

Luca Moc Toe Penny Loafer - Wide Width Available (Men)

$59.97Current Price $59.97
(Up to 40% off)Up to 40% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(1)
Olema Featherlight Loafer (Men)
New
Samuel Hubbard

Olema Featherlight Loafer (Men)

$72.97Current Price $72.97
(62% off)62% off.
$195.00Comparable value $195.00
Flexwell Step Slip-On Sneaker (Men)
Clarks®

Flexwell Step Slip-On Sneaker (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
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
(56)
Whiddon Cap Toe Oxford - Wide Width Available (Men)
Clarks®

Whiddon Cap Toe Oxford - Wide Width Available (Men)

$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
New Markdown
(31)
Nantucket Drift Penny Loafer (Men)
Cole Haan

Nantucket Drift Penny Loafer (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
Torford Easy Loafer (Men)
Clarks®

Torford Easy Loafer (Men)

$69.97Current Price $69.97
(Up to 36% off)Up to 36% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
OG Cityspectre Cap Toe Oxford (Men)
New
Cole Haan

OG Cityspectre Cap Toe Oxford (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(2)
Martock Lo Penny Loafer (Men)
Clarks®

Martock Lo Penny Loafer (Men)

$69.97 – $79.97Current Price $69.97 to $79.97
(Up to 41% off)Up to 41% off.
$120.00Comparable value $120.00
Pregamo Moc Toe Bit Loafer (Men)
Florsheim

Pregamo Moc Toe Bit Loafer (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
ZERØGRAND Remastered Stitchlite Wingtip Oxford (Men)
Cole Haan

ZERØGRAND Remastered Stitchlite Wingtip Oxford (Men)

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
ØriginalGrand CitySpectre Wholecut Shoe (Men)
New
Cole Haan

ØriginalGrand CitySpectre Wholecut Shoe (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(3)
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)
Alder Faux Shearling Lined Suede Slipper (Men)
UGG®

Alder Faux Shearling Lined Suede Slipper (Men)

$43.98Current Price $43.98
(56% off)56% off.
$100.00Comparable value $100.00
New Markdown
(542)
Classic Captain's Oxford (Men)
Sperry

Classic Captain's Oxford (Men)

$74.97Current Price $74.97
(48% off)48% off.
$145.00Comparable value $145.00
(1)
Gold Cup Billfish Penny Loafer (Men)
Sperry

Gold Cup Billfish Penny Loafer (Men)

$139.97Current Price $139.97
(28% off)28% off.
$195.00Comparable value $195.00
Jake Oxford (Men)
Dr. Scholl's

Jake Oxford (Men)

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
(3)
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