Men's Shoes › american classics penny loafer

Ikangia Penny Loafer

Men's Santoni Ikangia Penny Loafer - Brown - Loafers Finely textured leather enriches a classic Italian loafer built using Blake construction for lasting appeal and a cushioned leather footbed for comfort. Leather upper, lining and sole Made in Italy. more

Penny Loafer

Men's Christian Louboutin Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a rich leather loafer trimmed with a scalloped tongue. The iconic red sole-born from a fateful brush with nail... more

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Gray - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned insole Leather upper and lining/rubber sole Made in Portugal Black... more

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... 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

Mocassino Penny Loafer

Men's Tod's Mocassino Penny Loafer - White - Loafers A classic penny keeper strap adds a refined flourish to a sharp Italian loafer softened by a supple suede upper. Leather upper, lining and sole Made in Italy Designer Shoes. more

Bolama Penny Loafer

Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... 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

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Gray - Loafers An iconic loafer with a classic keeper strap is fitted with a memory-foam footbed for ultimate comfort, enhanced by a hidden EVA midsole. The Traditional rubber outsole is updated with... more

Fred Penny Loafer

Men's Sandro Moscoloni Fred Penny Loafer - Blue - Loafers The Fred penny loafer from Sandro Moscoloni is a classic add to your wardrobe. Finsih off a formal look with this sleek leather pair that sports a cushioned footbed for added comfort. Leather... more

New Damon 1 Slip-on Penny Loafer

Men's Geox New Damon 1 Slip-on Penny Loafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry. more

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Brown - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a leather loafer set on a cushioned footbed and sturdy rubber sole. more

Dougan Penny Loafer

Men's Ferragamo Dougan Penny Loafer - Black - Loafers A gleaming Gancio buckle adds a heritage touch to a classic penny loafer crafted from smooth calfskin leather and updated with a chunky lugged sole. Leather upper and lining/synthetic sole Made in... more

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy. more

Penton Penny Loafer

Men's Dr. Martens Penton Penny Loafer - Black - Loafers A classic penny loafer constructed from smooth leather offers signature comfort with Doc Marten's Air Wair cushioning and a flexible traction sole. 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

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... 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

Zenith Penny Loafer

Men's To Boot New York Zenith Penny Loafer - Brown - Loafers A woven upper and classic penny keeper create modern dimension on an Italian leather loafer grounded by a cushioned footbed for comfortable wear. Cushioned footbed with arch support Leather... more

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - Natural - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper and lining/leather and synthetic sole... more

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Gray - Loafers Woven leather and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy. more

Sammy Two-tone Penny Loafer

Men's AllSaints Sammy Two-tone Penny Loafer - Black - Loafers Textural, threaded trim adds a subtle flourish to this two-tone penny loafer crafted from sleek leather for a look of classic sophistication. Removable insole Leather upper, lining and sole... more

Townee Tri-tone Penny Loafer

Men's VINNY'S Townee Tri-tone Penny Loafer - Blue - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper, lining and sole Made in Portugal Black... more

Fred Penny Loafer

Men's Sandro Moscoloni Fred Penny Loafer - Blue - Loafers The Fred penny loafer from Sandro Moscoloni is a classic add to your wardrobe. Finsih off a formal look with this sleek leather pair that sports a cushioned footbed for added comfort. Leather... more

Tucker Penny Loafer

Men's ALDO Tucker Penny Loafer - Green - Loafers A classic penny keeper and rich leather lend luxe elements to a sophisticated loafer set on a cushioned footbed and flexible rubber sole. 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 Ortho Lite® cushioning. more

Mocassino Gomma Penny Loafer

Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds... more

Penny Loafer With Gancini Ornament

Men's Ferragamo Penny Loafer With Gancini Ornament - White - 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 slim... more

Tyler Penny Loafer

Men's Frye Tyler Penny Loafer - Black - Loafers A classic penny keeper and a richly textured leather upper lend timeless versatility and craftsmanship to a streamlined loafer. A premium slip-resistant sole brings comfort and security to every step you... more

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper and lining/leather and synthetic sole... more

Bristol Penny Loafer

Men's Eastland Bristol Penny Loafer - Black - Loafers A classic penny keeper and glossy leather upper lend modern sophistication to a luxe loafer set on a cushioned footbed and slip-resistant sole. Memory foam cushioning Slip-resistant sole Leather... more

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Black - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes. more

Dougan Penny Loafer

Men's Ferragamo Dougan Penny Loafer - Green - Loafers A gleaming Gancio buckle adds a heritage touch to a classic penny loafer crafted from richly grained calfskin leather and updated with a chunky lugged sole. Leather upper and lining/synthetic sole... more

Taman Penny Loafer

Men's Mix No 6 Taman Penny Loafer - Black - Loafers Highlight formal or professional looks with the versatile Taman penny loafer from Mix No. 6. This classic staple diversifies your wardrobe while the cushioned footbed provides ample padding. Synthetic... 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

Club La lugged Penny Loafer

Men's Stuart Weitzman Club La lugged Penny Loafer - Black - Loafers Glossy leather and stretchy fabric further elevate the kicked-up stature of a penny loafer that pairs a classic apron toe with a chunky rubber sole. Cushioned footbed Leather and... more

Penton Slingback Penny Loafer

Men's Dr. Martens Penton Slingback Penny Loafer - Black - Loafers A classic penny loafer gets updated with an adjustable slingback strap while retaining the signature comfort of AirWair cushioning and a ridged, lugged sole. more

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Brown - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy. more