Men's Shoes › leather penny loafers

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Brown Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 0.75 in / 20 mm stacked heel Round moc toe Penny keeper strap... more

Logan Leather Penny Loafer

Men's G.H.BASS Logan Leather Penny Loafer - Brown - Loafers This classic penny loafer showcases handsome moc stitching and flat-strap styling for all-day, every-day sophistication. Leather upper, lining and sole Imported more

Rich Leather Penny Loafers with Rubber Sole

Men's Bruno Magli Rich Leather Penny Loafers with Rubber Sole - Black A classic penny keeper and streamlined profile distinguish a rich leather loafer grounded by a durable rubber sole. Leather upper and lining/rubber sole Made in Italy more

Leather Penny Loafers

Men's Tod's Leather Penny Loafers - Black Tod's loafer in smooth leather. Stacked heel. Moctoe construction. Notched vamp. Penny keeper strap. Slipon style. more

College Leather Penny Loafers

Men's Moschino College Leather Penny Loafers - Black Moschino "College" penny loafers in calf leather feature a leather strap with goldtone logo hardware Stacked heel Round moc toe Branded footbed Leather outsole Slipon style Imported more

Larson Leather Penny Loafer

Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. Leather upper, lining and sole Imported more

Larson Leather Penny Loafer

Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. Leather upper, lining and sole Imported more

Super Sport Leather Penny Loafers

Men's Allen Edmonds Super Sport Leather Penny Loafers - White Allen Edmonds "Super Sport" penny loafers in leather 1.00 in / 25 mm flat heel Round moc toe Penny keeper strap Branded footbed Leather lining Rubber outsole Slipon style Spot clean Imported more

Athena Leather Penny Loafers

Men's Magnanni Shoes Athena Leather Penny Loafers - Blue Magnanni "Athena" penny loafers in smooth calf leather Stacked heel Almondshaped apron toe Penny keeper strap Leather lining and outsole Slipon style Professional cleaning recommended Made in Spain more

Raging Leather Penny Loafers

Men's Bruno Magli Raging Leather Penny Loafers - Black Bruno Magli "Raging" loafers in brushed Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style Item runs... more

Maesteg Leather Penny Loafers

Men's Church's Maesteg Leather Penny Loafers - Black Church's "Maesteg" penny loafers in shiny leather Stacked heel Round apron toe Penny keeper strap Unlined Slipon style Made in Italy more

City Gommino Leather Penny Loafers

Men's Tod's City Gommino Leather Penny Loafers - Black Tod's "City Gommino" penny loafers in calf leather Stacked heel Round moc toe Leather penny keeper strap Stamped monogram on the tongue Leather lining Rubber outsole with embossed pebbles Slipon... more

Leather Penny Moc Loafers

Men's Ted Baker Leather Penny Moc Loafers - Black Classic, comfortable and easy to wear, this versatile penny loafer made with soft leather features traditional moc-toe detailing and a lower heel to relax the overall feel. Leather or leather and... more

Rich Leather Penny Keeper Loafers

Men's Bruno Magli Rich Leather Penny Keeper Loafers - Black A classic penny keeper and streamlined profile distinguish a rich leather loafer grounded by a durable rubber sole. Leather upper and lining/rubber sole Made in Italy more

Soho Leather Casual Penny Loafers

Women's Stuart Weitzman Soho Leather Casual Penny Loafers - Black Stuart Weitzman "Soho" shiny leather penny loafers 2.50 in / 65 mm chunky heel Round moc toe Notched vamp with keeper strap Slipon style Rubber outsole Lining: Leather Made in Spain more

Penny Loafers

Men's Ferragamo Penny Loafers - Blue Leather Penny Loafers by Ferragamo featuring a slightly elongated round toe, a leather block heel, and a logo-embossed insole. 100% Leather. Made in Italy. Plain. New with tags. more

Calfskin Penny Loafers

Men's Zegna Calfskin Penny Loafers - Black ZEGNA smooth calf leather penny loafers Stacked heel Round apron toe Notched vamp Slipon style Lining: Leather Made in Italy more

Edward Penny Loafer

Men's Nordstrom Edward Penny Loafer - Gray - Loafers OrthoLite® cushioning adds ample everyday comfort to this essential leather penny loafer. OrthoLite footbed Leather upper/synthetic lining and sole Imported more

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Black - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Brown - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. OrthoLite footbed Leather upper/leather and... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Black - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. OrthoLite footbed Leather upper/leather and... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Pink - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. OrthoLite footbed Leather upper/leather and... more

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Natural - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc... more

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Red - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc toe.... more

Dunmore Penny Loafer

Men's To Boot New York Dunmore Penny Loafer - Black - Loafers Contoured cushioning brings casual comfort to a sharp leather penny loafer. Cushioned footbed with arch support Leather upper and lining/rubber sole Made in Italy more

1876 Larson Weejuns Penny Loafer

Men's G.H.BASS 1876 Larson Weejuns Penny Loafer - Brown - Loafers Hand-sewn with premium leather, this penny loafer was built to be worn in heavy rotation and stand the test of time. Leather upper, lining and sole Imported more

1876 Larson Weejuns Penny Loafer

Men's G.H.BASS 1876 Larson Weejuns Penny Loafer - Black - Loafers Hand-sewn with premium leather, this penny loafer was built to be worn in heavy rotation and stand the test of time. Leather upper, lining and sole Imported more

Larson Penny Loafer

Men's G.H.BASS Larson Penny Loafer - Brown - Loafers Hand-sewn from burnished leather, this penny loafer grounds you on cushioned support. Cushioned footbed with arch support Leather upper and lining/synthetic sole Imported more

Aalto Penny Loafer

Men's ALDO Aalto Penny Loafer - Black - Loafers A herringbone-textured vamp lends a contemporary touch to this leather penny loafer set on a flexible sole. Leather upper/recycled-polyester, textile and synthetic lining/rubber sole Imported more

Thorne Penny Loafer

Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... more

Fairway Penny Loafer

Men's Barbour Fairway Penny Loafer - White - Loafers Side lacing and grommet details complement a handsome leather penny loafer with features like side embossed logos, arch support and a traction sole. Removable insole with arch support Leather... more

Thorne Penny Loafer

Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... more

Platform Penny Loafer

Men's Rag & Bone Platform Penny Loafer - Black - Loafers A lugged platform sole brings a bold boost to a leather penny loafer kept comfortable with an OrthoLite® insole. OrthoLite insole Leather upper and lining/synthetic sole Imported more

Aalto Penny Loafer

Men's ALDO Aalto Penny Loafer - Brown - Loafers A herringbone-textured vamp lends a contemporary touch to this leather penny loafer set on a flexible sole. Leather upper/recycled-polyester, textile and synthetic lining/rubber sole Imported more

Empire State Penny Loafer

Men's Marc Joseph New York Empire State Penny Loafer - Black - Loafers A densely padded footbed, gel-heel insert and flexible rubber sole put comfort at the forefront of this artisanally crafted leather penny loafer. Cushioned footbed Leather upper and... more

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Brown - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,... more

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Blue - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,... more

Carter Calfskin Penny Loafers

Women's Rag & Bone Carter Calfskin Penny Loafers - Black Rag amp; Bone "Carter" calf leather penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Leather Leather method dry... more