Men's Florsheim Jasper Penny - Black Smooth Leather Penny Loafers

Men's Florsheim Jasper Penny - Black Smooth Leather Penny Loafers

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The Jasper Penny is a stylish loafer that has a fully cushioned footbed and a rubber sole for durability and comfort. more

$109.95

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(175,000+)
Men's Florsheim Rodeo Penny - Cognac Milled Leather Penny Loafers

Men's Florsheim Rodeo Penny - Cognac Milled Leather Penny Loafers

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The Rodeo Penny loafer has a Horween Chicago milled leather upper with a fully cushioned footbed and a leather outsole. more

$174.95

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(175,000+)
Florsheim Berkley Loafers - Black Black

Florsheim Berkley Loafers - Black Black

Mens penny loafer features a leather upper, leather outsole and a comfortable foot bed. more

$104.99 $89.99

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Boscov's

(25,000+)
Oakley Premier Flip-Flop - Men's

Oakley Premier Flip-Flop - Men's

FREE 2-DAY SHIPPING on orders over $50!

With a leather strap and nubuck leather underlay, the Oakley Men's Premier Flip-Flop is a classy SOB. High-traction soles and Microban antimicrobial will keep you classy on multiple levels. So when you pry off your penny loafers this weekend and head... more

$50.00

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(125,000+)
Boys' Florsheim Rodeo Penny Jr. - White Suede Penny Loafers

Boys' Florsheim Rodeo Penny Jr. - White Suede Penny Loafers

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The Rodeo Penny is a slip-on penny loafer featuring a round moc toe. This shoe will keep him stylish while expressing his fashionable side. more

$54.95

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(175,000+)
Oakley Premier Flip-Flop - Men's Brown, 7.0

Oakley Premier Flip-Flop - Men's Brown, 7.0

FREE 2-DAY SHIPPING on orders over $50!

Size 7.0, Color Brown. With a leather strap and nubuck leather underlay, the Oakley Men's Premier Flip-Flop is a classy SOB. High-traction soles and Microban antimicrobial will keep you classy on multiple levels. So when you pry off your penny loafers... more

$50.00

FREE shipping

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(125,000+)
Oakley Premier Flip-Flop - Men's Brown, 8.0

Oakley Premier Flip-Flop - Men's Brown, 8.0

FREE 2-DAY SHIPPING on orders over $50!

Size 8.0, Color Brown. With a leather strap and nubuck leather underlay, the Oakley Men's Premier Flip-Flop is a classy SOB. High-traction soles and Microban antimicrobial will keep you classy on multiple levels. So when you pry off your penny loafers... more

$50.00

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(125,000+)
Black Scott Penny Loafer

Black Scott Penny Loafer

Men's Loafers - The first of its kind! An adjustable penny loafer with a roomy 6/16" in extra depth.* Made especially for diabetics* Supports arch and heel* Built-in heel stabilizer* Accommodates prescribed orthotics*Shipped by the manufacturer. more

$112.99

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Black Scott Penny Loafer

Black Scott Penny Loafer

Men's Loafers - The first of its kind! An adjustable penny loafer with a roomy 6/16" in extra depth.* Made especially for diabetics* Supports arch and heel* Built-in heel stabilizer* Accommodates prescribed orthotics*Shipped by the manufacturer. more

$112.99

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Banana Republic Mens Paul Loafer Size 13

Banana Republic Mens Paul Loafer Size 13

Banana Republic Classic penny loafer in hand finished leather. Rubber outsole for maximum flexibility, reduced shock and better traction. Our Advanced Comfort Technology insoles include shock absorption in the heel, arch support and breathable flex on... more

$148.00

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Banana Republic Mens Paul Loafer Size 7

Banana Republic Mens Paul Loafer Size 7

Banana Republic Classic penny loafer in hand finished leather. Rubber outsole for maximum flexibility, reduced shock and better traction. Our Advanced Comfort Technology insoles include shock absorption in the heel, arch support and breathable flex on... more

$148.00

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Banana Republic Mens Paul Loafer Size 11 1/2

Banana Republic Mens Paul Loafer Size 11 1/2

Banana Republic Classic penny loafer in hand finished leather. Rubber outsole for maximum flexibility, reduced shock and better traction. Our Advanced Comfort Technology insoles include shock absorption in the heel, arch support and breathable flex on... more

$148.00

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Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Traditional casual penny loafer with hand finished causal leather uppers. unlined upper with full leather sock lining. Genuine moccasin contstruction. Increased cushioning. Reduced weight: Lightweight cushioning foam with update lightweight molded... more

$168.00

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Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Traditional casual penny loafer with hand finished causal leather uppers. unlined upper with full leather sock lining. Genuine moccasin contstruction. Increased cushioning. Reduced weight: Lightweight cushioning foam with update lightweight molded... more

$168.00

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Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Pinch Grand Casual Penny Shoe by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Traditional casual penny loafer with hand finished causal leather uppers. unlined upper with full leather sock lining. Genuine moccasin contstruction. Increased cushioning. Reduced weight: Lightweight cushioning foam with update lightweight molded... more

$168.00

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Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$159.95

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(10,000+)
Paul Fredrick Men's George Penny Loafer

Paul Fredrick Men's George Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$159.95

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(10,000+)
Paul Fredrick Men's George Penny Loafer

Paul Fredrick Men's George Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$159.95

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(10,000+)
Hush Puppies Cottonwood Suede Slippers (For Men) – NATURAL

Hush Puppies Cottonwood Suede Slippers (For Men) – NATURAL

Get 25% off orders $75 or more with PCZILLAUS6.

CLOSEOUTS . Hush Puppies' Cottonwood slippers are styled with a traditional penny loafer overlay strap, warm faux-fur lining and a durable outsole suitable for indoor and outdoor use. Available Colors: GREY, BROWN, NATURAL. Sizes: 8, 9, 10, 11, 12, 13. more

$80.00 $36.89

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(725,000+)
Hush Puppies Cottonwood Suede Slippers (For Men) – NATURAL

Hush Puppies Cottonwood Suede Slippers (For Men) – NATURAL

Get 25% off orders $75 or more with PCZILLAUS6.

CLOSEOUTS . Hush Puppies' Cottonwood slippers are styled with a traditional penny loafer overlay strap, warm faux-fur lining and a durable outsole suitable for indoor and outdoor use. Available Colors: GREY, BROWN, NATURAL. Sizes: 8, 9, 10, 11, 12, 13. more

$80.00 $36.89

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(725,000+)
Hush Puppies Cottonwood Suede Slippers (For Men) – BROWN

Hush Puppies Cottonwood Suede Slippers (For Men) – BROWN

Get 25% off orders $75 or more with PCZILLAUS6.

CLOSEOUTS . Hush Puppies' Cottonwood slippers are styled with a traditional penny loafer overlay strap, warm faux-fur lining and a durable outsole suitable for indoor and outdoor use. Available Colors: GREY, BROWN, NATURAL. Sizes: 8, 9, 10, 11, 12, 13. more

$80.00 $36.89

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(725,000+)
Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Bruno Magli Partie Perforated Penny Loafer, Navy, Men's, Size: 9 1/2

Bruno Magli Partie Perforated Penny Loafer, Navy, Men's, Size: 9 1/2

Bruno Magli Partie Perforated Penny Loafer, Navy Details Bruno Magli perforated suede loafer. Penny saver strap; moc toe. Slip-on style. Padded footbed. 1in rubber sole. Partie is made in Italy. Designer About Bruno Magli Shoes: The quintessentially... more

$425.00 $185.50

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Nunn Bush Kent Moc Toe Penny Loafers Burgundy

Nunn Bush Kent Moc Toe Penny Loafers Burgundy

Nunn Bush Kent moc toe penny loafers feature a genuine leather upper, a moc toe, a smooth leather lining, a gel cushioned foot bed, and a durable man made outsole with a 1/2 inch heel. more

$84.99 $69.99

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Boscov's

(25,000+)
Nunn Bush Kent Moc Toe Penny Loafers Burgundy

Nunn Bush Kent Moc Toe Penny Loafers Burgundy

Nunn Bush Kent moc toe penny loafers feature a genuine leather upper, a moc toe, a smooth leather lining, a gel cushioned foot bed, and a durable man made outsole with a 1/2 inch heel. more

$84.99 $69.99

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Boscov's

(25,000+)
Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Classic driver camp moccasin in leather or mesh/leather uppers. Handsewn on the las moccasin construction. Unlined upper; plug lined in leather. Unique, flexible rubber nubby driving sole and heel protector. Imported. Spot clean only. Grant Canoe Penny... more

$168.00

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Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Classic driver camp moccasin in leather or mesh/leather uppers. Handsewn on the las moccasin construction. Unlined upper; plug lined in leather. Unique, flexible rubber nubby driving sole and heel protector. Imported. Spot clean only. Grant Canoe Penny... more

$168.00

FREE shipping

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Ladies' Sebago® Park Penny Loafer

Ladies' Sebago® Park Penny Loafer

See why a handsewn toe makes this the most comfortable penny loafer you've ever worn. Small details make a difference. Which is why Sebago laboriously hand sews the toes on these Park Penny Loafers. Smoother, more comfortable, better-flexing, more... more

$49.99

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Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Grant Canoe Penny Loafer by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Classic driver camp moccasin in leather or mesh/leather uppers. Handsewn on the las moccasin construction. Unlined upper; plug lined in leather. Unique, flexible rubber nubby driving sole and heel protector. Imported. Spot clean only. Grant Canoe Penny... more

$168.00

FREE shipping

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Bruno Magli Partie Slip-On Suede Penny Loafer, Navy, Men's, Size: 9, Navy Blue

Bruno Magli Partie Slip-On Suede Penny Loafer, Navy, Men's, Size: 9, Navy Blue

Bruno Magli Partie Slip-On Suede Penny Loafer, Navy Details Bruno Magli suede driver. Rubber 3/4in heel. Penny saver strap; moc toe. Slip-on style. Padded footbed. Rubber sole. Partie is made in Italy. Designer About Bruno Magli Shoes: The... more

$425.00 $185.50

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Bruno Magli Partie Slip-On Suede Penny Loafer, Navy, Men's, Size: 9 1/2, Navy Blue

Bruno Magli Partie Slip-On Suede Penny Loafer, Navy, Men's, Size: 9 1/2, Navy Blue

Bruno Magli Partie Slip-On Suede Penny Loafer, Navy Details Bruno Magli suede driver. Rubber 3/4in heel. Penny saver strap; moc toe. Slip-on style. Padded footbed. Rubber sole. Partie is made in Italy. Designer About Bruno Magli Shoes: The... more

$425.00 $185.50

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Cole Haan Air Monroe Leather Penny Loafers - Silver

Cole Haan Air Monroe Leather Penny Loafers - Silver

This timeless leather pair features a high-tech cushioned insole, designed for maximum comfort. Leather upper. Round toe. Leather lining. Rubber sole. Cushioned insole. Imported - Color: Silver - Sizes: 9.5,11,10.5,10,9,11.5 more

$99.99

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Saks OFF 5TH

(10,000+)
Bruno Magli Partie Perforated Penny Loafer, Navy, Men's, Size: 8

Bruno Magli Partie Perforated Penny Loafer, Navy, Men's, Size: 8

Bruno Magli Partie Perforated Penny Loafer, Navy Details Bruno Magli perforated suede loafer. Penny saver strap; moc toe. Slip-on style. Padded footbed. 1in rubber sole. Partie is made in Italy. Designer About Bruno Magli Shoes: The quintessentially... more

$425.00 $185.50

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Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Prada Spazzolato Penny Loafers - Black : Prada Shoes

Prada Spazzolato Penny Loafers - Black : Prada Shoes

Timeless penny loafers in polished Italian leather, finished with a durable rubber sole. Leather upper. Leather lining. Rubber sole. Padded insole. Made in Italy. - Color: Black - Sizes: 10.5,10,7 more

$720.00

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Saks Fifth Ave

(250,000+)
Trask Men's Brandon Penny Loafer

Trask Men's Brandon Penny Loafer

Trask is known for making classic, rugged, yet comfortable shoes from genuine, hand-selected hides with impeccable workmanship and meticulous attention to detail. The Trask Brandon Penny stays true to the heritage that embodies these ideals. Crafted... more

$117.00

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Alden Men's Penny Loafer Flex Welt Suede Dark Brown Suede Shoes, Size 11 D - 9697F

Alden Men's Penny Loafer Flex Welt Suede Dark Brown Suede Shoes, Size 11 D - 9697F

Alden Men's Penny Loafer Flex Welt Suede Dark Brown Suede Shoes - 9697F more

$508.00

FREE shipping

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TheShoeMart

(5,000+)

More information about Men's Shoes

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