Best Seller
Legolas Penny Loafer

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

$128.00

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Nathan Penny Loafer

Nathan Penny Loafer

Men's Bruno Magli Nathan Penny Loafer - Brown - Loafers A clean, handsome silhouette enriches an Italian-made loafer with versatile appeal. Leather upper and lining/rubber and leather sole Made in Italy Men's Shoes. more

$298.00

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Best Seller
Wakith Apron Toe Penny Loafer

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

$128.00

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Gisborne Huarache Penny Loafer

Gisborne Huarache Penny Loafer

Men's Rodd & Gunn Gisborne Huarache Penny Loafer - Brown - Loafers Intricate woven detailing charms the breezy upper of a huarache-inspired penny loafer crafted from rich leather with a sporty, sneaker-inspired sole. more

$148.00

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Pinch Grand Penny Loafer

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection. more

$228.00

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Camino Penny Loafer

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

$149.00

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Meade Penny Loafer

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

$199.00 $139.00

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Penny Loafer

Penny Loafer

Men's Paul Stuart Penny Loafer - Brown - Loafers A classic penny loafer lifted by a low block heel is handcrafted from smooth leather and is the perfect footwear for nearly every occasion. Leather upper, lining and sole Made in Italy. more

$675.00

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Solomeo Penny Loafer

Solomeo Penny Loafer

Men's Mezlan Solomeo Penny Loafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain. more

$450.00

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Titouan Penny Loafer

Titouan Penny Loafer

Men's Mephisto Titouan Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Removable insole Leather upper and lining/rubber sole Made in Portugal. more

$289.00

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Ritchie Penny Loafer

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Showcasing an exotic style and modern comfort, the Carlos by Carlos Santana Ritchie penny loafer has croco-embossed design, leather upper and leather footbed for reliable comfort and... more

$98.99

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Wynston Penny Loafer

Wynston Penny Loafer

Men's Vince Camuto Wynston Penny Loafer - Brown - Loafers Bring laidback, vintage flair to a casual or professional look with the Wynston penny loafer from Vince Camuto. The classic look ensures styling ease for this leather pair. Suede or leather... more

$104.99

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Fitz Suede Penny Loafer

Fitz Suede Penny Loafer

Men's Taft Fitz Suede Penny Loafer - Brown - 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

$275.00

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Raging Penny Loafer

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Brown - Loafers A full-length rubber sole and leather lining enhance the overall comfort of this Italian-crafted penny loafer. Leather upper and lining/rubber sole Made in Italy. more

$395.00

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Wynston Penny Loafer

Wynston Penny Loafer

Men's Vince Camuto Wynston Penny Loafer - Brown - Loafers Bring laidback, vintage flair to a casual or professional look with the Wynston penny loafer from Vince Camuto. The classic look ensures styling ease for this leather pair. Suede or leather... more

$104.99

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Walden Penny Loafer

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. more

$199.00

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Perforated Penny Loafer

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

$695.00

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Newhaven Penny Loafer

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... more

$395.00

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Titouan Penny Loafer

Titouan Penny Loafer

Men's Mephisto Titouan Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Removable insole Leather upper and lining/rubber sole Made in Portugal. more

$289.00

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Club Classic Penny Loafer

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Brown - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more

$495.00

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Taylor Penny Loafer

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

$189.99

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Kurtis Penny Loafer

Kurtis Penny Loafer

Men's Mephisto Kurtis Penny Loafer - Brown - Loafers A signature SOFT-AIR midsole ensures flexible, cushioned comfort in a handsome penny loafer built from smooth leather. Removable insole Arch support Leather upper and lining/rubber sole Made in... more

$389.00

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Brown - Loafers Add flair to your smart look with the Rucci penny loafer from Florsheim. Crafted from rich leather, this slip-on seamlessly blends elegance with timeless style. With its fully cushioned insole and... more

$99.99

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Greenwich Penny Loafer

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

$287.99

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Taylor Moc Toe Penny Loafer

Taylor Moc Toe Penny Loafer

Men's Sandro Moscoloni Taylor Moc Toe Penny Loafer - Brown - Loafers Elevate your fit with a moc-toe penny loafer crafted from burnished leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather upper... more

$199.00

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Avery Penny Loafer

Avery Penny Loafer

Men's Gordon Rush Avery Penny Loafer - Brown - Loafers Hand-burnished Italian leather enriches a classic loafer with a breathable calfskin lining and Ortho Lite® cushioning for comfort. more

$245.00 $169.90

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Esquire Penny Loafer

Esquire Penny Loafer

Men's ALDO Esquire Penny Loafer - Brown - Loafers A logo-engraved medallion at the penny-keeper strap lends gleam and signature style to this ultraflexible loafer crafted from soft leather. more

$145.00

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Ascanio Penny Loafer

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Brown - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more

$130.00

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Zenith Penny Loafer

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

$595.00

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Sync Collapsible Heel Penny Loafer

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

$155.00

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American Classics Penny Loafer

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

$159.99

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Formale Penny Loafer

Formale Penny Loafer

Men's Tod's Formale Penny Loafer - Brown - Loafers A classic keeper strap and exposed hand-stitching add a refined touch to a sharp Italian loafer crafted in semiglossy calfskin leather with a pebbled sole. Leather upper and lining/rubber sole Made in... more

$795.00

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown Dimensions: Heel: 3.5cm, Sole: 1.5cm 100% Calf Suede, 100% Calf Leather. Made in United Kingdom. more

$625.19 $450.13

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The Country Lug Sole Penny Loafer

The Country Lug Sole Penny Loafer

Men's Taft The Country Lug Sole Penny Loafer - Brown - Loafers Buttery-soft leather tops this modern penny loafer built with a rubber commando lug sole, custom sidewall welt and a resoleable Blake construction. Leather upper and lining/rubber sole Made... more

$275.00

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Yardee Penny Loafer

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

$360.00

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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Brown - Loafers Smooth, glossy leather adds a refined touch to a timeless penny loafer you can wear from office hours to happy hour. Leather upper, lining and sole Made in Portugal Black Owned/Founded. more

$350.00

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Twins Mismatched Penny Loafer

Twins Mismatched Penny Loafer

Men's Camper Twins Mismatched Penny Loafer - Brown - Loafers Colorblock leather pops on these mismatched grip-sole penny loafers that come together as a perfect pair-opposite and yet complementary. more

$210.00

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Silas Penny Loafer

Silas Penny Loafer

Men's Bruno Magli Silas Penny Loafer - Brown - Loafers Sharp contrast stitching touches up a handsome Italian loafer with a smart, durable sole. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

$298.00

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Carlos Penny Loafer

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Brown - Loafers Richly grained suede brings supple flexibility to a timeless penny loafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy. more

$990.00

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St.1 Hybrid Penny Loafer

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Brown - 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

$249.95

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