Best Seller
Calvin Klein Men's Ivan Penny Driver - Brown 10

Calvin Klein Men's Ivan Penny Driver - Brown 10

Handsome and classically designed, these loafers from Calvin Klein will keep you in style for years to come. more

$130.00 $96.99

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Sebago Men's Legacy Penny Loafer, Size: 9, Navy Oiled Full Grain Leather

Sebago Men's Legacy Penny Loafer, Size: 9, Navy Oiled Full Grain Leather

Look your best wearing the dapper Legacy Penny Loafer. Handsewn, genuine moccasin welt construction provides long-lasting durability. Leather uppers Unlined uppers 3/4 length leather covered insole Leather outsole with stacked leather/rubber heel.... more

$134.95

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Best Seller
Sebago Men's Legacy Penny Loafer, Size: 10.5, Navy Oiled Full Grain Leather

Sebago Men's Legacy Penny Loafer, Size: 10.5, Navy Oiled Full Grain Leather

Look your best wearing the dapper Legacy Penny Loafer. Handsewn, genuine moccasin welt construction provides long-lasting durability. Leather uppers Unlined uppers 3/4 length leather covered insole Leather outsole with stacked leather/rubber heel.... more

$134.95

FREE shipping

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Sebago Men's Legacy Penny Loafer, Size: 10, Dark Brown Oiled Full Grain Leather

Sebago Men's Legacy Penny Loafer, Size: 10, Dark Brown Oiled Full Grain Leather

Look your best wearing the dapper Legacy Penny Loafer. Handsewn, genuine moccasin welt construction provides long-lasting durability. Leather uppers Unlined uppers 3/4 length leather covered insole Leather outsole with stacked leather/rubber heel.... more

$134.95

FREE shipping

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Boys Florsheim Reveal Penny Jr. Loafers - Black Black

Boys Florsheim Reveal Penny Jr. Loafers - Black Black

The Boys Florsheim Reveal Penny Jr. Black Loafer is a traditionally classy loafer. For a young man lucky enough to inherit a great sense of style, this is a shoe he can count on when he wants to look his best. The upper is made of smooth leather and... more

$59.99

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Boscov's

(50,000+)
Florsheim Jet Penny Loafers Black Black

Florsheim Jet Penny Loafers Black Black

The Florsheim Jet Penny loafers are an Italian inspired slip on. With a full-grain leather upper and breathable lining, they feature a fully cushioned and non-removable foot bed for maximum comfort and a leather sole. more

$125.00

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Boscov's

(50,000+)
Boys Florsheim Reveal Penny Jr. Loafers - Black Black

Boys Florsheim Reveal Penny Jr. Loafers - Black Black

The Boys Florsheim Reveal Penny Jr. Black Loafer is a traditionally classy loafer. For a young man lucky enough to inherit a great sense of style, this is a shoe he can count on when he wants to look his best. The upper is made of smooth leather and... more

$59.99

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Boscov's

(50,000+)
Johnston & Murphy Pannell Penny Loafers - Red 8.5

Johnston & Murphy Pannell Penny Loafers - Red 8.5

You can't beat a classic. The heritage moc-toe design of this sleek leather penny loafer from Johnston & Murphy's collection of men's dress shoes works with anything from jeans to suit pants and everything in between. more

$135.00 $100.99

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Allen Edmonds Men's Lake Forest Penny Loafer

Allen Edmonds Men's Lake Forest Penny Loafer

Slip on dress shoe more

$247.06

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Men's Nunn Bush Kent Loafer - Burgundy Leather Moc Toe Shoes

Men's Nunn Bush Kent Loafer - Burgundy Leather Moc Toe Shoes

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Flaunt a chic look with the Kent penny loafer. Easy to slip on, this loafer can be worn on everyday occasions in a variety of settings. The Horseshoe Comfort Gel footbed provides underfoot protection. It offers comfort and cushioning with every step... more

$85.00 $67.99

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shoes.com

(175,000+)
Cole Haan Men's Kelson Penny Penny Loafer

Cole Haan Men's Kelson Penny Penny Loafer

Cole haan traditional driver with moccassin construction. more

$57.13

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SWIMS Mens Penny Alligator Loafer

SWIMS Mens Penny Alligator Loafer

There's no doubt about it, this is the loafer you want to be wearing at the uber VIP parties this summer. It works just as well for those dark, mysterious evenings at the casino in Monaco as it does for an afternoon at Club 55 in Saint Tropez. The... more

$178.95

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Florsheim Sabato Penny Slip On Loafers

Florsheim Sabato Penny Slip On Loafers

20% off reg/sale (15% home/shoes; 10% coffee/electrics)

Florsheim Sabato Penny Slip On Loafers. Add a classic touch to your collection with these versatile loafers. With exemplary workmanship and materials, this pair will always stay true. more

$78.00

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Classic Collection Penny loafers CLEARANCE Men's Shoes

Classic Collection Penny loafers CLEARANCE Men's Shoes

Crafted in genuine leather, these polished penny loafers are a time honored classic style. These handcrafted shoes have a lightly cushioned insole and a rubber outsole. Classic Collection Penny loafers CLEARANCE more

$89.99 $44.98

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Men's Clarks Burcott Penny Loafer - Bordeaux Leather Moc Toe Shoes

Men's Clarks Burcott Penny Loafer - Bordeaux Leather Moc Toe Shoes

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The Clarks Burcott Penny Loafer ensures that your style quotient stays high. This Clarks® Originals® Collection shoe features a soft suede lining that ensures your foot stays cool, and a cushioning crepe sole that offers unbeatable traction and... more

$180.00 $113.95

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shoes.com

(175,000+)
Men's Florsheim Denison - Black Suede/Full Grain Leather Moc Toe Shoes

Men's Florsheim Denison - Black Suede/Full Grain Leather Moc Toe Shoes

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A moc toe slip-on casual penny loafer. Features genuine handsewn construction featuring a leather upper, sheepskin linings, a fully cushioned footbed, and a rubber sole. more

$134.95

FREE shipping

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shoes.com

(175,000+)
Men's solo Men's Slip-On Casual denim horse shoe penny loafers 12 Medium dark navy wash Blue

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 12 Medium dark navy wash Blue

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 12. Color: Blue. Gender: Male. Age Group: Adult. more

$65.00 $29.99

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Cole Haan Men's Pinch Penny City Moc-Toe Loafers - Black 11.5D

Cole Haan Men's Pinch Penny City Moc-Toe Loafers - Black 11.5D

Classic penny loafers for men. This seminal pair of men's dress shoes is constructed here of fine hand-antiqued brushoff leather and hand-sewn for a long-lasting design. more

$160.00 $106.99

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Rockport Men's Classic Loafer Lite Penny, Size: 10 W, Cognac Leather

Rockport Men's Classic Loafer Lite Penny, Size: 10 W, Cognac Leather

The men's Classic Loafer Lite Penny by Rockport is the perfect combination of comfort and class. This classic men's dress shoe is made from a smooth leather upper that is easy to clean. The EVA footbed is made of lightweight material and molds to the... more

$99.95

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Boys Florsheim Reveal Penny Jr. Loafers - Black Black

Boys Florsheim Reveal Penny Jr. Loafers - Black Black

The Boys Florsheim Reveal Penny Jr. Black Loafer is a traditionally classy loafer. For a young man lucky enough to inherit a great sense of style, this is a shoe he can count on when he wants to look his best. The upper is made of smooth leather and... more

$59.99

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Boscov's

(50,000+)
Florsheim Men's Felix Penny Loafer, Size: 12 D, Black Leather

Florsheim Men's Felix Penny Loafer, Size: 12 D, Black Leather

The suede or smooth leather of the Felix Penny looks good at all hours of the day. This shoe pays homage to its past, but its profile is distinctly modern. Wherever you go, whoever you're with, you'll be proud to wear the Felix Penny. Size: 12 D.... more

$85.95

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Sebago Men's Legacy Penny Loafer, Size: 9.5, Dark Brown Oiled Full Grain Leather

Sebago Men's Legacy Penny Loafer, Size: 9.5, Dark Brown Oiled Full Grain Leather

Look your best wearing the dapper Legacy Penny Loafer. Handsewn, genuine moccasin welt construction provides long-lasting durability. Leather uppers Unlined uppers 3/4 length leather covered insole Leather outsole with stacked leather/rubber heel.... more

$134.95

FREE shipping

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Sebago Men's Legacy Penny Loafer, Size: 9, Dark Brown Oiled Full Grain Leather

Sebago Men's Legacy Penny Loafer, Size: 9, Dark Brown Oiled Full Grain Leather

Look your best wearing the dapper Legacy Penny Loafer. Handsewn, genuine moccasin welt construction provides long-lasting durability. Leather uppers Unlined uppers 3/4 length leather covered insole Leather outsole with stacked leather/rubber heel.... more

$134.95

FREE shipping

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Florsheim Berkley Loafers - Burgundy Burgundy

Florsheim Berkley Loafers - Burgundy Burgundy

Florsheim Berkley penny loafers features a genuine leather upper, a leather outsole, a comfortable foot bed and a rubber heel. more

$104.99 $79.99

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Boscov's

(50,000+)
Nunn Bush Lincoln Penny Loafers Black

Nunn Bush Lincoln Penny Loafers Black

Penny loafers made with genuine hand sewn construction, featuring a leather upper, fully cushioned foot bed, leather linings and a non leather sole. Also available in Wide Widths. more

$80.00

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Boscov's

(50,000+)
Nunn Bush Lincoln Penny Loafers Burgundy

Nunn Bush Lincoln Penny Loafers Burgundy

Penny loafers made with genuine hand sewn construction, featuring a leather upper, fully cushioned foot bed, leather linings and a non leather sole. Also available in Wide Widths. more

$80.00

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Boscov's

(50,000+)
Boys Florsheim Reveal Penny Jr. Loafers - Black Black

Boys Florsheim Reveal Penny Jr. Loafers - Black Black

The Boys Florsheim Reveal Penny Jr. Black Loafer is a traditionally classy loafer. For a young man lucky enough to inherit a great sense of style, this is a shoe he can count on when he wants to look his best. The upper is made of smooth leather and... more

$59.99

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Boscov's

(50,000+)
Cole Haan Men's Pinch Penny City Moc-Toe Loafers - Black 7D

Cole Haan Men's Pinch Penny City Moc-Toe Loafers - Black 7D

Classic penny loafers for men. This seminal pair of men's dress shoes is constructed here of fine hand-antiqued brushoff leather and hand-sewn for a long-lasting design. more

$160.00 $106.99

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Florsheim Men's Como Moc Toe Penny Loafer - Black 9W

Florsheim Men's Como Moc Toe Penny Loafer - Black 9W

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Florsheim Men's Como Moc Toe Penny Loafer - Red 10

Florsheim Men's Como Moc Toe Penny Loafer - Red 10

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Johnston & Murphy Pannell Penny Loafers - Red 8

Johnston & Murphy Pannell Penny Loafers - Red 8

You can't beat a classic. The heritage moc-toe design of this sleek leather penny loafer from Johnston & Murphy's collection of men's dress shoes works with anything from jeans to suit pants and everything in between. more

$135.00 $100.99

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Florsheim Men's Como Moc Toe Penny Loafer - Red 13

Florsheim Men's Como Moc Toe Penny Loafer - Red 13

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Florsheim Men's Como Moc Toe Penny Loafer - Red 11N

Florsheim Men's Como Moc Toe Penny Loafer - Red 11N

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Florsheim Men's Como Moc Toe Penny Loafer - Red 10.5

Florsheim Men's Como Moc Toe Penny Loafer - Red 10.5

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Florsheim Men's Como Moc Toe Penny Loafer - Black 9.5

Florsheim Men's Como Moc Toe Penny Loafer - Black 9.5

Timeless style and comfort making these loafers from Florsheim staples in your workweek wardrobe. more

$110.00

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Rockport Men's Classic Penny Loafer - Tan/Beige 7.5

Rockport Men's Classic Penny Loafer - Tan/Beige 7.5

Embrace traditional looks with these timeless leather penny loafers from Rockport. more

$120.00 $79.99

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Johnston & Murphy Men's Comfort Ainsworth Penny Loafer - Black 10.5W

Johnston & Murphy Men's Comfort Ainsworth Penny Loafer - Black 10.5W

These classic penny loafers for men offer a timeless style and a molded sheepskin footbed for added flexibility and support in an already flawless pair of men's dress shoes. more

$149.00

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Florsheim Men's Berkley Penny Loafer - Black 9.5WW

Florsheim Men's Berkley Penny Loafer - Black 9.5WW

Nothing beats the simplicity of style that comes with these penny loafers from Florsheim. more

$105.00

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Florsheim Men's Berkley Penny Loafer - Red 11

Florsheim Men's Berkley Penny Loafer - Red 11

Nothing beats the simplicity of style that comes with these penny loafers from Florsheim. more

$110.00

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Florsheim Men's Berkley Penny Loafer - Black 7WW

Florsheim Men's Berkley Penny Loafer - Black 7WW

Nothing beats the simplicity of style that comes with these penny loafers from Florsheim. more

$105.00

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More information about Men's Shoes

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