Men's Shoes › modern classics penny loafer

J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather Nwt | Color: Brown | Size: 8

New No Box Size 8 Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That... more

J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather* | Color: Brown/Tan | Size: 5

Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That Works To Promote... more

J. Crew Shoes | Jcrew Rowan Penny Loafers In Leather Item Bk482 | Color: Tan | Size: 6

Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That Works To Promote... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 8.5

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 10.5

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 13

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Black Sebago "Will" penny loafer is a gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more

Rockport Classic Loafer Lite Penny - Mens 11 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 10 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 11.5 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

J. Crew Shoes | J Crew Rowan Penny Loafers In Leather Bk482 | Color: Brown | Size: Various

Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That Works To Promote... more

J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather And Calf Hair* | Color: Black/Tan | Size: 5.5

Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Perfectly Toes The Line Between Classic And Modern. Bonus: This Pair Is Made With Luxe Italian Calf Hair. Leather/Calf-Hair Upper. Leather Lining. Man-Made Sole. Import. Select Stores.... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 9.5

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 12

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 9

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 8

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 11

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 10

It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more

Classic Dan Leather Tassel Penny Loafers

Women's Sebago Classic Dan Leather Tassel Penny Loafers - White Sebago "Dan" made of smooth corrected grain leather to stand the test of time and handsewn with the finest craftsmanship, these 4 seasons slip on beefroll penny loafer mocs come with upper... more

Thom E Classic Penny Loafers

Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. more

Brown Classic Penny Loafers

Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. more

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Blue Sebago "Will" penny loafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more

Burgundy Classic Penny Loafers

Men's Thom Browne Burgundy Classic Penny Loafers - Black Buffed calfskin loafers in burgundy. more

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Blue Sebago "Will" penny loafer is a gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Black Sebago "Will" penny loafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

American Classics Penny Loafer

Men's Cole Haan American Classics Penny Loafer - Brown - Loafers Spruce up your smart casual look donning the American Classics penny loafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more

Cooper Leather Penny Loafers

Men's COACH Cooper Leather Penny Loafers - Black Coach takes a more subdued approach with the Cooper penny loafer, featuring a partially pebble-grained body. The classic silhouette is embraced by butter leather, resting on a lug sole for reliable... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Black - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more

Penny Loafer

Men's Ferragamo Penny Loafer - White - Loafers Elegant loafers crafted from natural-grain calfskin. The pointed toe is emphasized by the topstitching on the apron, which is decorated by the shaping on the saddle detail to create classic elegance.... more

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more

Men Penny Loafer With Gancini Ornament

Men's Ferragamo Men Penny Loafer With Gancini Ornament - Natural - Loafers Retro look penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A... more

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... more

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Black Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more

Alden For Suede Penny Loafers

Men's J.Crew Alden For Suede Penny Loafers - Brown Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoemaker in New England. This exclusive-to-J.Crew take on the classic... more

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Brown Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slip-on style Leather lining Rubber... more