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Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Yellow - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal. more

Perforated Penny Loafer

Men's Eleventy Perforated Penny Loafer - Brown - Loafers The label's signature understated elegance shines through the impeccable craftsmanship of a supple suede loafer textured with microscopic perforations. Leather upper and lining/synthetic sole... more

Colorblock Penny Loafer

Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... more

Cannon Penny Loafer

Men's G Brown Cannon Penny Loafer - Black - Loafers You can't go wrong with the classics as this timeless penny loafer pair attests with its polished leather upper and hardy rubber sole for sure-footed stepping. Cushioned footbed with arch support... more

Metropole London Penny Loafer

Men's Ecco Metropole London Penny Loafer - Black - Loafers Signature comfort details bring everyday appeal to a timeless penny loafer shaped from smooth, burnished 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

Camino Penny Loafer

Men's Warfield & Grand Camino Penny Loafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. more

Yardee Suede Penny Loafer

Men's VINNY'S Yardee Suede Penny Loafer - Brown - Loafers Enjoy the feel of luxurious suede in this finely stitched penny loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper/leather and textile lining/leather sole Made in... more

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Brown - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... more

The Fitz Penny Loafer

Men's Taft The Fitz Penny Loafer - White - Loafers Unexpected patterns, colors and textures elevate a penny loafer that's crafted in Spain and styled to bring a distinctive finish to any favorite look. Cushioned footbed Leather and textile or synthetic... more

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Blue Donald J Pliner "Jayce" penny loafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy 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

Penny Driving Loafer

Women's The Flexx Penny Driving Loafer - Gray - Loafers A flexible driving-inspired rubber sole and well-cushioned footbed bring lasting comfort to this penny loafer made of supple leather. more

Taylor Penny Loafer

Men's Sandro Moscoloni Taylor Penny Loafer - Brown - Loafers Highlight favorite formal or professional looks with the classically styled Taylor penny loafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more

Penny-slot Almond-toe Loafers

Men's Brunello Cucinelli Penny-slot Almond-toe Loafers - Gray 100% Suede, 100% Leather. Made in Italy. more

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers Croc-embossed leather from Italy gives a luxurious look and feel to a handsome loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black... more

Leo Penny Loafer

Men's Hush Puppies Leo Penny Loafer - Green - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... more

Meade Penny Loafer

Men's Johnston & Murphy Meade Penny Loafer - Brown - Loafers A signature penny keeper and rich Italian-leather upper elevate this memory foam-cushioned loafer perfect for transitioning from the office to after-hours. 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

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Blue - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc... more

Logo Plaque Penny Loafers

Men's Dolce & Gabbana Logo Plaque Penny Loafers - White Dimensions: Heel: 1.5cm, Sole: 1cm. 100% Buckskin Leather. Made in Italy.. more

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Black - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt... more

Vinny’S ’S Townee Leather Penny Loafers

Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer... more

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Gray - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. more

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Black - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... more

Wakith Apron Toe Penny Loafer

Men's ALDO Wakith Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of polished leather features a contoured penny strap and classic apron toe for a smart, streamlined look. more

Modern Classics Penny Loafer

Men's Cole Haan Modern Classics Penny Loafer - Brown - Loafers A traction-enhancing sole adds everyday utility to a classic penny loafer shaped from smooth, burnished leather. more

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown 100% Leather. Made in United Kingdom. more

Lug Sole Penny Loafer

Men's Common Projects Lug Sole Penny Loafer - Black - Loafers A textured rubber sole with lug tread brings a rugged look to this leather penny loafer crafted in Italy and branded by a foiled logo at the heel. Leather upper and lining/rubber sole Made... more

Rock Penny Loafer

Men's Santoni Rock Penny Loafer - Blue - Loafers Burnished suede pairs with a chunky lug sole on this polished penny loafer that's sure to elevate any occasion. Leather upper and lining/rubber sole Made in Italy. more

Warning Driving Penny Loafer

Men's J.M. Weston Warning Driving Penny Loafer - Natural - Loafers Foam cushioning brings plush comfort to a hand-stitched penny loafer fashioned in Italy from supple suede. Memory foam cushioning Leather upper and lining/rubber sole Made in Portugal... more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Brown - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded. more

Penny No Back Loafers

Men's Christian Louboutin Penny No Back Loafers - Black Penny No Back' suede loafers with reclining croc print leather heel tab, and the iconic red leather sole. Composition: more

Driving Penny Loafer

Men's Donald J Pliner Driving Penny Loafer - White - Loafers Mixed textures and a classic penny keeper lend timeless sophistication to a leather driving loafer grounded by a flexible rubber sole. Memory foam cushioning Leather upper and lining/rubber... more

Fitz Suede Penny Loafer

Men's Taft Fitz Suede Penny Loafer - Blue - Loafers Rich leather elevates this handsome slip-on loafer with a signature saddle strap at the vamp. 1" heel Cushioned footbed Leather upper, lining and sole Made in Spain. more

Italian Suede Penny Loafer, Suede Leather

Women's Quince Italian Suede Penny Loafer, Suede Leather - Brown - Loafers Cue the cropped jeans, because you're going to want to show off these Italian Suede Penny Loafers. Made from premium Italian suede, this timeless shoe feels buttery-soft on the... 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. more

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Brown - 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