Best Seller
Wall + Water Men's Leather Penny Loafer - Light/Pastel Brown, Size 10

Wall + Water Men's Leather Penny Loafer - Light/Pastel Brown, Size 10

Moc-toe loafer * Calf leather * Penny strap at vamp * Stacked heel . more

$149.00

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Cole Haan Men's Santa Barbara Penny Loafer - Brown, Size 10

Cole Haan Men's Santa Barbara Penny Loafer - Brown, Size 10

Apron-toe loafer * Leather * Penny strap at vamp * Leather lining * Stacked heel ; Man-made outsole . more

$119.00

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Best Seller
Sweeney London Men's Longbridge Penny Loafer - Dark Brown, Size 10

Sweeney London Men's Longbridge Penny Loafer - Dark Brown, Size 10

Moc toe loafer * Leather * Penny detail at vamp * Criss-cross detail at sides * Embossed logo detail at back * Stacked heel * Leather and textile lining * Leather sole . more

$135.00

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Eastland Roxanne Penny Loafers Brown Nubuck

Eastland Roxanne Penny Loafers Brown Nubuck

The Eastland Roxanne penny loafers showcase a classic style with full grain leather or nubuck uppers. They are unlined for natural breathability and feature Eastland Exclusive Active Memory Foam comfort insoles that support and conform to the curves of... more

$90.00

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Boscov's

(50,000+)
Eastland Roxanne Penny Loafers Brown Nubuck

Eastland Roxanne Penny Loafers Brown Nubuck

The Eastland Roxanne penny loafers showcase a classic style with full grain leather or nubuck uppers. They are unlined for natural breathability and feature Eastland Exclusive Active Memory Foam comfort insoles that support and conform to the curves of... more

$90.00

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Boscov's

(50,000+)
Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 9 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 9 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.99

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 7 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 7 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$82.49

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 10 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 10 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.99

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Bruno Magli Men's Pecan Penny Loafer - Dark Brown, Size 10

Bruno Magli Men's Pecan Penny Loafer - Dark Brown, Size 10

Loafer * Suede * Penny detail at vamp * Stacked heel * Leather outsole . more

$230.00

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Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Nunn Bush Glenwood Penny Loafers - Brown Brown

Nunn Bush Glenwood Penny Loafers - Brown Brown

The Nunn Bush Glenwood penny loafers feature a genuine leather upper with breathable suedetec lining and dual comfort. The dual comfort is a unique combination of two foam compounds. The first layer is created with memory foam while the bottom is... more

$85.00

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Boscov's

(50,000+)
Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 11.5 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 11.5 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.97

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 11 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 11 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.97

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 9.5 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 9.5 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$69.99

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 7.5 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 7.5 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$69.99

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 8 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 8 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.97

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Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 8.5 D US

Sebago Men's Litesides Slip on Penny Loafer, Medium Brown Leather/Brown Outsole, 8.5 D US

Strobel construction provides superior flexibility and lightweight durability, leather upper, non-corrosive eyelets, round nylon laces, mesh lined upper, mesh covered, removable, memory form foot bed with eva heel cup, eva midsole, rubber non-marking... more

$79.97

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FRYE Men's Lewis Penny Loafer, Dark Brown Soft Vintage Leather, 7.5 M US

FRYE Men's Lewis Penny Loafer, Dark Brown Soft Vintage Leather, 7.5 M US

Leather lining adds a more comfortable next-to-skin feel. Cushioned leather footbed provides comfort for all-day movement. Durable leather outsole with rubber forepart provides excellent traction and long-lasting wear. more

$122.34

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Sebago Men's Conrad Penny Loafer, Dark Brown Waxy Leather, 9 M US

Sebago Men's Conrad Penny Loafer, Dark Brown Waxy Leather, 9 M US

Update penny loafer , dual bottom made out of leather and rubber bods in the heel and the forefoot for better traction, handsewn moccasin construction for a perfect fit, cushioned footbed more

$150.00

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Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 11 M US

Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 11 M US

Moc to penny moc in full grain leather more

$94.99

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Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 9.5 M US

Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 9.5 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$117.99

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Sebago Men's Ronan Penny Slip-on Loafer, Dark Brown Leather, 8.5 M US

Sebago Men's Ronan Penny Slip-on Loafer, Dark Brown Leather, 8.5 M US

This unique crepe wrapped bottom is a classic for a handsewn shoe, it is strobal lasted for maximum flexibility, it has in lined leather uppers, and rawhide laces more

$120.00

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Sebago Men's Kedge Penny Slip-on Loafer, Brown Oiled Waxy Leather, 8.5 M US

Sebago Men's Kedge Penny Slip-on Loafer, Brown Oiled Waxy Leather, 8.5 M US

Handsewn genuine moccasin construction more

$109.95

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Rockport Men's Classic Penny Loafer, Mid Brown Leather, 7 W US

Rockport Men's Classic Penny Loafer, Mid Brown Leather, 7 W US

The classic loafer penny feels so comfortable you will not believe it's a dress shoe. this classic men’s dress shoe is as stylish and comfortable in a business meeting as it is worn barefoot. the classic loafer penny is the perfect dress shoe to pair... more

$110.00

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Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 9 M US

Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 9 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$117.99

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Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 11 M US

Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 11 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$90.99

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Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 7.5 M US

Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 7.5 M US

Moc to penny moc in full grain leather more

$94.99

FREE shipping

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Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 12 M US

Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 12 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$117.99

FREE shipping

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Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 11 W US

Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 11 W US

Moc to penny moc in full grain leather more

$94.99

FREE shipping

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Sebago Men's Conrad Penny Loafer, Dark Brown Waxy Leather, 7 M US

Sebago Men's Conrad Penny Loafer, Dark Brown Waxy Leather, 7 M US

Update penny loafer , dual bottom made out of leather and rubber bods in the heel and the forefoot for better traction, handsewn moccasin construction for a perfect fit, cushioned footbed more

$74.99

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Rockport Men's Classic Penny Loafer, Mid Brown Leather, 10.5 M US

Rockport Men's Classic Penny Loafer, Mid Brown Leather, 10.5 M US

The classic loafer penny feels so comfortable you will not believe it's a dress shoe. this classic men’s dress shoe is as stylish and comfortable in a business meeting as it is worn barefoot. the classic loafer penny is the perfect dress shoe to pair... more

$110.00

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Sebago Men's Legacy Penny Loafer, Dark Brown/Navy Leather, 7 D US

Sebago Men's Legacy Penny Loafer, Dark Brown/Navy Leather, 7 D US

Hand sewn, moccasin construction, leather upper, unlined upper, ortholite cushioned sock liner, leather midsole, leather/rubber outsole more

$91.36

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Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 8 3E US

Sebago Men's Heritage Penny Loafer, Brown Oiled Waxy Leather, 8 3E US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$90.99

FREE shipping

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Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 10.5 M US

Hush Puppies Men's Gallant Parkview Penny Loafer, Dark Brown Leather, 10.5 M US

Moc to penny moc in full grain leather more

$94.99

FREE shipping

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Sebago Men's Heritage Penny Loafer, Black/Brown Oiled Waxy Leather, 10.5 M US

Sebago Men's Heritage Penny Loafer, Black/Brown Oiled Waxy Leather, 10.5 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$121.97

FREE shipping

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Sebago Men's Heritage Penny Loafer, Black/Brown Oiled Waxy Leather, 11 M US

Sebago Men's Heritage Penny Loafer, Black/Brown Oiled Waxy Leather, 11 M US

Classic heritage penny loafer with an updated outsole made of both leather and rubber, the rubber under the heal provides grip when walking, and the rubber under the forefoot provides grip and flexibility to the sole, it has a 3/4 length leather... more

$125.00

FREE shipping

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More information about Men's Shoes

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