Men's Shoes › classic will tassel penny loafers

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

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

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

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

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

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

Rucci Weave Penny Loafer

Men's Florsheim Rucci Weave Penny Loafer - Black - Loafers Amp up your formal ensemble with the Rucci Weave penny loafer from Florsheim. Intricate woven patterns bring unique charm to the classic design of this leather slip-on. Soft lining, fully... more

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Brown - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... 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

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

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Blue - Loafers Supple suede 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

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Gray - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Blue - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... 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

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

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

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - White - 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

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

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

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

Ike Penny Loafer

Men's Ike Behar Ike Penny Loafer - Black - Loafers You can never go wrong with the Ike penny loafer from Ike Behar. Flaunting a pure leather construction with classic almond moc toe, lightly cushioned insole and a contrast block heel, this slip-on is... more

Thom E Penny Loafer Slingback Sandal At Nordstrom

Men's Thom Browne Thom E Penny Loafer Slingback Sandal At Nordstrom - Loafers Thom Browne continues to redefine wardrobe classics with this smooth leather slingback sandal boasting the cutout shell of a traditional penny loafer. Adjustable slingback... more

Sync Collapsible Heel Penny Loafer

Men's Dune Sync Collapsible Heel Penny Loafer - Brown - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp leather loafer outfitted with a collapsible heel for a versatile modern twist. more

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Blue - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

Tyler Penny Loafer

Men's Frye Tyler Penny Loafer - Natural - 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... more

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Brown - Loafers Buttery soft leather covers a classic penny loafer supremely cushioned with a dense footbed and arch support. Leather upper/synthetic lining/leather and rubber sole Made in Brazil. 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

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

Ettore Penny Loafer

Men's Bruno Magli Ettore Penny Loafer - Black - Loafers Step out in classic style with this traditional loafer crafted from smooth Italian leather with a padded sock liner for additional support. Cushioned insole Leather upper and lining/rubber sole... 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

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Brown - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

Antoine Penny Loafer

Men's Sandro Moscoloni Antoine Penny Loafer - Blue - Loafers The Sandro Moscoloni Antoine penny loafer is an instant classic. Featuring a luxe leather upper with beautiful penny keeper detailing, this slip-on is completed with a cozy leather footbed... more

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Brown - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

Belted Penny Loafer

Men's J.W. Anderson Belted Penny Loafer - Brown - Loafers The classic penny loafer gets updated with a logo-engraved buckled belt wrapping the moc-stitched toe. Padded footbed Leather upper and lining/rubber sole Made in Italy Designer Shoes. more

Pinch Weekend Penny Loafer

Men's Cole Haan Pinch Weekend Penny Loafer - Black - Loafers A classic penny keeper details a weekend-ready loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. more