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

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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

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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+)
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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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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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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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+)
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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Nunn Bush Kent Men's Moc Toe Penny Loafer Dress Shoes, Size: medium (7.5), Dark Red

Nunn Bush Kent Men's Moc Toe Penny Loafer Dress Shoes, Size: medium (7.5), Dark Red

Throw it back to a timeless style in these classic men's Nunn Bush Kent penny loafer dress shoes.Shoe Features Loafer style Flat sole Shoe Construction Leather upper Manmade lining Rubber outsole Shoe Details Moc toe Slip-on Horseshoe Comfort Gel... more

$79.99

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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 solo Men's Slip-On Casual denim horse shoe penny loafers 10 Medium brown wash

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 10 Medium brown wash

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 10. Color: Brown. Gender: Male. Age Group: Adult. more

$65.00 $29.99

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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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Men's solo Men's Slip-On Casual denim horse shoe penny loafers 12 Medium navy-horseshoe-bit beige-horseshoe-bit Beige

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 12 Medium navy-horseshoe-bit beige-horseshoe-bit Beige

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

$65.00 $29.99

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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

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shoes.com

(175,000+)
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

$69.97

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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

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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+)
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+)
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+)
Men's solo Men's Slip-On Casual denim horse shoe penny loafers 12 Medium brown wash

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

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

$65.00 $29.99

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Men's solo Men's Slip-On Casual denim horse shoe penny loafers 8.5 navy Medium navy-horseshoe-bit Blue

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 8.5 navy Medium navy-horseshoe-bit Blue

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 8.5. Color: Blue. Gender: Male. Age Group: Adult. more

$65.00 $29.99

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 11 Tan Medium Brown

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 11 Tan Medium Brown

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 11. Color: Brown. Gender: Male. Age Group: Adult. more

$70.00 $38.99

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 7.5 Black Medium

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 7.5 Black Medium

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 7.5. Color: Black. Gender: Male. Age Group: Adult. more

$70.00 $38.99

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 9 Black Medium

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 9 Black Medium

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 9. Color: Black. Gender: Male. Age Group: Adult. more

$70.00 $38.99

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) Tan 10.5 Medium Brown

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) Tan 10.5 Medium Brown

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 10.5. Color: Brown. Gender: Male. Age Group: Adult. more

$70.00 $38.99

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 10.5 Brown Medium

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 10.5 Brown Medium

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 10.5. Color: Brown. Gender: Male. Age Group: Adult. more

$70.00 $38.99

FREE shipping

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Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 10 Tan Medium Brown

Men's Franco Vanucci Men's Woven Vamp Penny Loafer Dress Shoes (4411) 10 Tan Medium Brown

The Penny Loafer pays homage to the classic silhouette with its own modern twist. Its woven vamp adds a unique twist to this dressy slip-on. Size: 10. Color: Brown. Gender: Male. Age Group: Adult. more

$70.00 $38.99

FREE shipping

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Men's solo Men's Slip-On Casual denim horse shoe penny loafers 7.5 navy Medium navy-horseshoe-bit Blue

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 7.5 navy Medium navy-horseshoe-bit Blue

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 7.5. Color: Blue. Gender: Male. Age Group: Adult. more

$65.00 $29.99

FREE shipping

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Men's solo Men's Slip-On Casual denim horse shoe penny loafers 10 Black Medium

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 10 Black Medium

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 10. Color: Black. Gender: Male. Age Group: Adult. more

$65.00 $29.99

FREE shipping

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Men's solo Men's Slip-On Casual denim horse shoe penny loafers 7.5 Medium brown wash

Men's solo Men's Slip-On Casual denim horse shoe penny loafers 7.5 Medium brown wash

solo Men's Slip-On Casual denim horse shoe penny loafersfits true to size 100% faux fabric Horse shoe detail Size: 7.5. Color: Brown. Gender: Male. Age Group: Adult. more

$65.00 $29.99

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More information about Men's Shoes

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