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Penny Loafers for Men

  • All Loafers & Slip-Ons
  • Drivers
  • Penny Loafers
217 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
(46)
Leather Penny Loafer (Men)
Donald Pliner

Leather Penny Loafer (Men)

$119.97Current Price $119.97
(57% off)57% off.
$285.00Comparable value $285.00
(5)
Sam Penny Loafer (Men)
AllSaints

Sam Penny Loafer (Men)

$77.98 – $97.47Current Price $77.98 to $97.47
(Up to 73% off)Up to 73% off.
$299.00Comparable value $299.00
(6)
Orman Lug Sole Penny Loafer (Men)
New!
TO BOOT NEW YORK

Orman Lug Sole Penny Loafer (Men)

$179.97Current Price $179.97
(54% off)54% off.
$399.00Comparable value $399.00
Langley Penny Loafer (Men)
New!
Børn

Langley Penny Loafer (Men)

$59.97 – $89.97Current Price $59.97 to $89.97
(Up to 57% off)Up to 57% off.
$140.00Comparable value $140.00
(2)
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
(11)
Queenstown Penny Loafer (Men)
ECCO

Queenstown Penny Loafer (Men)

$99.97Current Price $99.97
(28% off)28% off.
$140.00Comparable value $140.00
Larson Weejuns® Penny Loafer (Men)
New!
G.H.BASS

Larson Weejuns® Penny Loafer (Men)

$79.97Current Price $79.97
(54% off)54% off.
$175.00Comparable value $175.00
Tyler Penny Loafer (Men)
Frye

Tyler Penny Loafer (Men)

$129.97Current Price $129.97
(Up to 49% off)Up to 49% off.
$228.00 – $258.00Comparable value $228.00 to $258.00
(28)
Ricci Penny Loafer (Men)
Bruno Magli

Ricci Penny Loafer (Men)

$159.97Current Price $159.97
(59% off)59% off.
$395.00Comparable value $395.00
(3)
Deville Leather Penny Loafer (Men)
TO BOOT NEW YORK

Deville Leather Penny Loafer (Men)

$189.97 – $199.97Current Price $189.97 to $199.97
(55% off)55% off.
$425.00 – $450.00Comparable value $425.00 to $450.00
(78)
Driving Penny Loafer (Men)
Nordstrom

Driving Penny Loafer (Men)

$19.98 – $69.97Current Price $19.98 to $69.97
(Up to 77% off select items)Up to 77% off select items.
$89.95Comparable value $89.95
(127)
Judd Penny Loafer (Men)
Donald Pliner

Judd Penny Loafer (Men)

$119.97Current Price $119.97
(59% off)59% off.
$295.00Comparable value $295.00
(1)
Logan Leather Penny Loafer (Men)
G.H.BASS

Logan Leather Penny Loafer (Men)

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
(15)
Hawthorne Penny Loafer (Men)
Cole Haan

Hawthorne Penny Loafer (Men)

$119.97Current Price $119.97
(46% off)46% off.
$225.00Comparable value $225.00
(24)
Only a few left
Draggo Penny Loafer (Men)
Steve Madden

Draggo Penny Loafer (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(5)
Morris Penny Loafer (Men)
New!
Ted Baker London

Morris Penny Loafer (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
Jay 2 Penny Loafer (Men)
Calvin Klein

Jay 2 Penny Loafer (Men)

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
(11)
Lincoln Leather Moc Toe Penny Loafer - Wide Width Available
NUNN BUSH

Lincoln Leather Moc Toe Penny Loafer - Wide Width Available

$84.97Current Price $84.97
(Up to 15% off)Up to 15% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(4)
Damon Penny Loafer (Men)
Allen Edmonds

Damon Penny Loafer (Men)

$179.97Current Price $179.97
(57% off)57% off.
$425.00Comparable value $425.00
Millar Penny Loafer (Men)
VITTORIO RUSSO

Millar Penny Loafer (Men)

$71.98 – $119.97Current Price $71.98 to $119.97
(Up to 63% off select items)Up to 63% off select items.
$199.00Comparable value $199.00
(12)
Village Street Penny Loafer (Men)
Marc Joseph New York

Village Street Penny Loafer (Men)

$69.97Current Price $69.97
(64% off)64% off.
$195.00Comparable value $195.00
Ruvo Moc Toe Penny Loafer (Men)
Florsheim

Ruvo Moc Toe Penny Loafer (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(5)
Penny Loafer (Men)
Donald Pliner

Penny Loafer (Men)

$119.97Current Price $119.97
(Up to 58% off)Up to 58% off.
$285.00 – $288.00Comparable value $285.00 to $288.00
(4)
Mello Penny Loafer (Men)
Bruno Magli

Mello Penny Loafer (Men)

$149.97Current Price $149.97
(62% off)62% off.
$395.00Comparable value $395.00
(11)
Dino Penny Loafer (Men)
Nordstrom

Dino Penny Loafer (Men)

$69.97Current Price $69.97
(30% off)30% off.
$99.95Comparable value $99.95
(77)
Weejuns® Larson Leather Penny Loafer (Men)
G.H.BASS

Weejuns® Larson Leather Penny Loafer (Men)

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
(18)
Only a few left
Jimmy Penny Loafer (Men)
New!
VITTORIO RUSSO

Jimmy Penny Loafer (Men)

$119.97Current Price $119.97
(42% off)42% off.
$210.00Comparable value $210.00
Odin II Penny Loafer (Men)
NUNN BUSH

Odin II Penny Loafer (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$89.96 – $119.97Current Price $89.96 to $119.97
(Up to 62% off select items)Up to 62% off select items.
$238.00Comparable value $238.00
(30)
Delanco Penny Loafer (Men)
New!
VELLAPAIS

Delanco Penny Loafer (Men)

$59.97Current Price $59.97
(68% off)68% off.
$189.00Comparable value $189.00
Harry Apron Toe Penny Loafer (Men)
VINTAGE FOUNDRY

Harry Apron Toe Penny Loafer (Men)

$79.97Current Price $79.97
(52% off)52% off.
$170.00Comparable value $170.00
(1)
Trotter Penny Loafer (Men)
Warfield & Grand

Trotter Penny Loafer (Men)

$89.97Current Price $89.97
(53% off)53% off.
$195.00Comparable value $195.00
(4)
Newmark Grand Penny Loafer (Men)
Cole Haan

Newmark Grand Penny Loafer (Men)

$119.97Current Price $119.97
(61% off)61% off.
$308.00Comparable value $308.00
(1)
Judd Penny Loafer (Men)
New!
Donald Pliner

Judd Penny Loafer (Men)

$119.97Current Price $119.97
(59% off)59% off.
$295.00Comparable value $295.00
Valerio Penny Loafer (Men)
Bruno Magli

Valerio Penny Loafer (Men)

$149.97Current Price $149.97
(49% off)49% off.
$298.00Comparable value $298.00
Bleecker Lug Sole Penny Loafer (Men)
Brooks Brothers

Bleecker Lug Sole Penny Loafer (Men)

$209.97Current Price $209.97
(39% off)39% off.
$349.00Comparable value $349.00
Sullivan Penny Loafer (Men)
NORDSTROM RACK

Sullivan Penny Loafer (Men)

$69.97Current Price $69.97
(30% off)30% off.
$99.95Comparable value $99.95
(9)
Penton Genuine Calf Hair Penny Loafer (Men)
Dr. Martens

Penton Genuine Calf Hair Penny Loafer (Men)

$79.97Current Price $79.97
(52% off)52% off.
$170.00Comparable value $170.00
(1)
Only a few left
Lewis Penny Loafer (Men)
Allen Edmonds

Lewis Penny Loafer (Men)

$139.97Current Price $139.97
(53% off)53% off.
$300.00Comparable value $300.00
(2)
Noel Penny Loafer (Men)
BOSS

Noel Penny Loafer (Men)

$99.97Current Price $99.97
(49% off)49% off.
$199.00Comparable value $199.00
(1)
Supersport Moc Toe Penny Loafer (Men)
Allen Edmonds

Supersport Moc Toe Penny Loafer (Men)

$129.97 – $149.97Current Price $129.97 to $149.97
(Up to 56% off)Up to 56% off.
$300.00Comparable value $300.00
(51)
Tyler Flex Penny Loafer (Men)
Frye

Tyler Flex Penny Loafer (Men)

$129.97Current Price $129.97
(34% off)34% off.
$198.00Comparable value $198.00
(7)
Only a few left
Essex Penny Loafer (Men)
New!
GREATS

Essex Penny Loafer (Men)

$39.97Current Price $39.97
(78% off)78% off.
$189.00Comparable value $189.00
Amber Penny Loafer (Men)
VELLAPAIS

Amber Penny Loafer (Men)

$79.97Current Price $79.97
(72% off)72% off.
$289.00Comparable value $289.00
Noel Penny Loafer (Men)
New!
BOSS

Noel Penny Loafer (Men)

$99.97Current Price $99.97
(49% off)49% off.
$199.00Comparable value $199.00
Joetc Penny Loafer (Men)
Donald Pliner

Joetc Penny Loafer (Men)

$83.98Current Price $83.98
(70% off)70% off.
$285.00Comparable value $285.00
(5)
Only a few left
Bradford Penny Loafer (Men)
VINTAGE FOUNDRY

Bradford Penny Loafer (Men)

$79.97Current Price $79.97
(57% off)57% off.
$190.00Comparable value $190.00
(2)
Bellwood Penny Loafer (Men)
Black Friday Deal
Dockers®

Bellwood Penny Loafer (Men)

$54.99Current Price $54.99
(35% off)35% off.
$85.00Comparable value $85.00
Merrick Penny Loafer (Men)
Warfield & Grand

Merrick Penny Loafer (Men)

$89.97Current Price $89.97
(53% off)53% off.
$195.00Comparable value $195.00
(1)
Memphis Penny Loafer (Men)
New!
TO BOOT NEW YORK

Memphis Penny Loafer (Men)

$179.97Current Price $179.97
(52% off)52% off.
$375.00Comparable value $375.00
(1)
Lucy Penny Loafer (Men)
New!
VELLAPAIS

Lucy Penny Loafer (Men)

$59.97Current Price $59.97
(68% off)68% off.
$189.00Comparable value $189.00
Baldwin Water Resistant Penny Loafer (Men)
Eastland

Baldwin Water Resistant Penny Loafer (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(1)
Nantucket Penny Loafer (Men)
Cole Haan

Nantucket Penny Loafer (Men)

$54.98 – $89.97Current Price $54.98 to $89.97
(Up to 63% off select items)Up to 63% off select items.
$150.00Comparable value $150.00
(21)
Cosmo Saffiano Leather Penny Loafer (Men)
Bruno Magli

Cosmo Saffiano Leather Penny Loafer (Men)

$179.97Current Price $179.97
(54% off)54% off.
$395.00Comparable value $395.00
(2)
Monza Moc Toe Penny Loafer (Men)
Florsheim

Monza Moc Toe Penny Loafer (Men)

$55.96 – $79.97Current Price $55.96 to $79.97
(Up to 44% off select items)Up to 44% off select items.
$100.00 – $110.00Comparable value $100.00 to $110.00
(9)
Nebraska Penny Loafer (Men)
DRIVER CLUB USA

Nebraska Penny Loafer (Men)

$69.97Current Price $69.97
(62% off)62% off.
$185.00Comparable value $185.00
(1)
Eddison Penny Loafer (Men)
New!
Magnanni

Eddison Penny Loafer (Men)

$219.97Current Price $219.97
(49% off)49% off.
$435.00Comparable value $435.00
Jimmy Penny Loafer (Men)
Donald Pliner

Jimmy Penny Loafer (Men)

$119.97 – $159.97Current Price $119.97 to $159.97
(Up to 57% off)Up to 57% off.
$285.00Comparable value $285.00
(1)
Only a few left
Wade Penny Loafer (Men)
Abound

Wade Penny Loafer (Men)

$49.97Current Price $49.97
(37% off)37% off.
$79.95Comparable value $79.95
(10)
Tonio Penny Loafer (Men)
Bruno Magli

Tonio Penny Loafer (Men)

$199.97Current Price $199.97
(49% off)49% off.
$395.00Comparable value $395.00
(2)
Nebraska Penny Loafer (Men)
Marc Joseph New York

Nebraska Penny Loafer (Men)

$89.97Current Price $89.97
(Up to 53% off)Up to 53% off.
$185.00 – $195.00Comparable value $185.00 to $195.00
(2)
Monogram Penny Loafer (Men)
G.H.BASS

Monogram Penny Loafer (Men)

$89.97Current Price $89.97
(60% off)60% off.
$225.00Comparable value $225.00
James Penny Loafer (Men)
Vagabond Shoemakers

James Penny Loafer (Men)

$62.96Current Price $62.96
(70% off)70% off.
$210.00Comparable value $210.00
(2)
Only a few left
Pelican Penny Loafer (Men)
Bruno Magli

Pelican Penny Loafer (Men)

$119.97Current Price $119.97
(52% off)52% off.
$250.00Comparable value $250.00
(1)
Siena Penny Loafer (Men)
Allen Edmonds

Siena Penny Loafer (Men)

$199.97Current Price $199.97
(Up to 55% off)Up to 55% off.
$395.00 – $450.00Comparable value $395.00 to $450.00
(10)
Arden Penny Loafer (Men)
Bruno Magli

Arden Penny Loafer (Men)

$189.97Current Price $189.97
(51% off)51% off.
$395.00Comparable value $395.00
(2)
Zaccai Lug Sole Penny Loafer (Men)
Steve Madden

Zaccai Lug Sole Penny Loafer (Men)

$84.97Current Price $84.97
(39% off)39% off.
$140.00Comparable value $140.00
(10)
Pomona Penny Loafer (Men)
Steve Madden

Pomona Penny Loafer (Men)

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(2)
Decalle Penny Loafer (Men)
VELLAPAIS

Decalle Penny Loafer (Men)

$89.97Current Price $89.97
(70% off)70% off.
$309.00Comparable value $309.00
(1)
Noah Penny Loafer (Men)
NUNN BUSH

Noah Penny Loafer (Men)

$89.97Current Price $89.97
(10% off)10% off.
$100.00Comparable value $100.00
Nolan Penny Loafer (Men)
Bruno Magli

Nolan Penny Loafer (Men)

$189.97Current Price $189.97
(51% off)51% off.
$395.00Comparable value $395.00
(1)
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