Best Seller
Union Square Penny Loafer

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

$195.00 $136.50

FREE shipping

go to store
Union Square Penny Loafer

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Black - 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

$195.00

FREE shipping

go to store
Best Seller
Newhaven Penny Loafer

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Black - 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

FREE shipping

go to store
J. Crew Shoes | J Crew Academy Snake Embossed Penny Loafer Mules | Color: Gray | Size: 7.5

J. Crew Shoes | J Crew Academy Snake Embossed Penny Loafer Mules | Color: Gray | Size: 7.5

-Penny Loafer Styles Square Toe Mule Snake Embossed Leather Upper -Stacked Low Heel -Man Made Sole -Great Condition more

$38.00

go to store
Marc Joseph Union Golf Shoes (Beige Snake/Porcelain 7 37.5 LADIES) NEW

Marc Joseph Union Golf Shoes (Beige Snake/Porcelain 7 37.5 LADIES) NEW

The Golf Penny Moc! Renown for Luxury driving moccasins & Loafers this is a marriage of our expertise in the complex manufacturing technique of moccasins with a full line of Golf shoes. They consist of identical hand stitching & technology used in our... more

$194.99

go to store
Nine West Shoes | Gorgeous Vintage Red Nine West Genuine Leather Penny Loafers | Color: Red | Size: 7.5

Nine West Shoes | Gorgeous Vintage Red Nine West Genuine Leather Penny Loafers | Color: Red | Size: 7.5

Shop W/ Confidence! Posh Ambassador! Make Me An Offer! Bundle And Save! (Accepting Reasonable Counteroffers) Size 7.5 - Previously Worn But In Really Nice Condition Inside If Shoe Is Tan, Outside Red With White Stitching And A Square Toe Inside Reads... more

$45.00

go to store
Flatform Leather Loafers - Black - Vic Matié Flats

Flatform Leather Loafers - Black - Vic Matié Flats

Women's Vic Matié Flatform Leather Loafers - Black Black calf leather patent finish square toe penny slot branded leather insole flatform sole slip-on style Size: 36. Gender: Female. Material:Patent Calf Leather/Rubber/Calf Leather. more

$390.00

FREE shipping

go to store
Free People Shoes | Free People Leighton Suede Leather Loafers Size 36 | Color: Brown | Size: 36eu

Free People Shoes | Free People Leighton Suede Leather Loafers Size 36 | Color: Brown | Size: 36eu

Free People Leighton Loafers Slip On Penny Loafers Color: Sand Light Brown Suede Leather Rubber Soles Lined Footbed Cushioned Insoles Chunky Square Shaped Heel Made In Spain more

$90.00

go to store
Women's Tru Comfort Foam Myeesha Flats

Women's Tru Comfort Foam Myeesha Flats

The Myeesha penny loafers from Journee Collection will have you walking around town in style and comfort. They have a beautiful soft luxe vegan leather, block heel, tapered square toe, and 4 mm Tru Comfort Foam? padding for the perfect look and feel.... more

$69.99 $49.99

go to store
Women's Tru Comfort Foam Myeesha Flats

Women's Tru Comfort Foam Myeesha Flats

The Myeesha penny loafers from Journee Collection will have you walking around town in style and comfort. They have a beautiful soft luxe vegan leather, block heel, tapered square toe, and 4 mm Tru Comfort Foam? padding for the perfect look and feel.... more

$69.99 $49.99

go to store
Women's Tru Comfort Foam Myeesha Flats

Women's Tru Comfort Foam Myeesha Flats

The Myeesha penny loafers from Journee Collection will have you walking around town in style and comfort. They have a beautiful soft luxe vegan leather, block heel, tapered square toe, and 4 mm Tru Comfort Foam? padding for the perfect look and feel.... more

$69.99 $49.99

go to store
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

FREE shipping

go to store
Lasola Leather Penny Loafers

Lasola Leather Penny Loafers

Men's Zegna Lasola Leather Penny Loafers - Brown ZEGNA "Lasola" penny loafers in premium lambskin leather Stacked heel Square toe Penny strap at notched vamp Slipon style Leather sole Made in Italy more

$990.00

FREE shipping

go to store
Jayce Suede Penny Loafers

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

$295.00

FREE shipping

go to store
Suede Penny Loafers

Suede Penny Loafers

Men's Tod's Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: rubber insole and sole. Toe shape: square toe. Made in Italy. Includes: shoe box, dust bag. Designer color name: Fango Fondo Nero. more

$695.00

FREE shipping

go to store
Andy Moc Toe Penny Loafer

Andy Moc Toe Penny Loafer

Men's Sandro Moscoloni Andy Moc Toe Penny Loafer - Black - Loafers Elevate your fit with a square-toed penny loafer crafted from richly textured leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather... more

$180.00

FREE shipping

go to store
Ivy Leather Penny Loafers

Ivy Leather Penny Loafers

Men's Maison Margiela Ivy Leather Penny Loafers - Black Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: square toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Black/Honey. more

$835.00 $584.00

FREE shipping

go to store
Andy Moc Toe Penny Loafer

Andy Moc Toe Penny Loafer

Men's Sandro Moscoloni Andy Moc Toe Penny Loafer - Brown - Loafers Elevate your fit with a square-toed penny loafer crafted from richly textured leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather... more

$180.00

FREE shipping

go to store
Leather Penny Driving Loafers

Leather Penny Driving Loafers

Men's Prada Leather Penny Driving Loafers - Black Handsome penny loafers crafted of Italian leather with rich texture and subtle logo hardware. Leather upper Square toe Slip-on style Leather lining Rubber sole Made in Italy ABOUT THE BRAND Since 1913,... more

$850.00

FREE shipping

go to store
Jayce Suede Penny Loafers

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Brown 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

$295.00

FREE shipping

go to store
Jayce Suede Penny Loafers

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - White 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

$295.00

FREE shipping

go to store
Sw Club Classic Penny Loafer Men's

Sw Club Classic Penny Loafer Men's

Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its... more

$495.00

FREE shipping

go to store
Tabi County Loafer

Tabi County Loafer

Men's Maison Margiela Tabi County Loafer - Black - Loafers Maison Margiela Black Leather Tabi County Loafer. Upper crafted in pure black brushed leather. Square toe with iconic Tabi construction, penny bar, slip-on style, chunky tonal rubber outsole,... more

$878.76

FREE shipping

go to store
Cn-Logo Leather Backless Loafer Slides

Cn-Logo Leather Backless Loafer Slides

Men's CoSTUME NATIONAL Cn-Logo Leather Backless Loafer Slides - Black - Loafers Costume National backless loafers in smooth leather Flat heel Square toe Metal CNlogo plaqué at penny strap Notched vamp Leather lining/trim Easy slide style Made in Italy more

$545.00

FREE shipping

go to store
Royce Runway Kiltie Loafers

Royce Runway Kiltie Loafers

Men's Stuart Weitzman Royce Runway Kiltie Loafers - Black Weitzman "Royce Runway" kiltie loafers with crystalembellished details 0.75"/20mm flat heel Square toe Leather penny strap Slipon style Calf leather outsole Lining: Leather Spot clean Made in Italy more

$975.00

FREE shipping

go to store
Cn-Logo Suede Backless Loafer Slides

Cn-Logo Suede Backless Loafer Slides

Men's CoSTUME NATIONAL Cn-Logo Suede Backless Loafer Slides - Brown - Loafers Costume National backless loafers in soft suede Flat heel Square moc toe Metal CNlogo plaqué at penny strap Notched vamp Leather lining/trim Easy slide style Made in Italy more

$540.00

FREE shipping

go to store
Lasola Leather Penny Loafers

Lasola Leather Penny Loafers

Men's Zegna Lasola Leather Penny Loafers - Black ZEGNA "Lasola" penny loafers in premium lambskin leather Stacked heel Square toe Penny strap at notched vamp Slipon style Made in Italy more

$990.00

FREE shipping

go to store
Leather Penny Loafers

Leather Penny Loafers

Women's Dries Van Noten Leather Penny Loafers - Black Sole: leather insole and sole. Comes with dust bag. Upper: leather. Made in Italy. Comes with a box. Toe shape: square toe. more

$718.00 $502.00

FREE shipping

go to store
Les Mocassins Carré Penny Loafer

Les Mocassins Carré Penny Loafer

Women's Jacquemus Les Mocassins Carré Penny Loafer - Natural - Loafers Named for the blocky square toe, this leather penny loafer is set on a minimalist sole and designed with a collapsible heel to convert the look to a mule. Convertible heel Leather... more

$860.00

FREE shipping

go to store
Gancini Ornament Penny Loafers

Gancini Ornament Penny Loafers

Men's Ferragamo Gancini Ornament Penny Loafers - Black Grained calfskin loafers in black. · Gathering at square moc toe · Logo hardware at vamp strap · Buffed leather lining · Stacked leather heel with rubber injection · Leather sole Supplier color: Nero more

$950.00 $532.00

go to store
Kchris Penny Loafer

Kchris Penny Loafer

Women's Marc Fisher Kchris Penny Loafer - Black - Loafers Stylish and versatile, the Marc Fisher Kchris penny loafer can be worn from work to weekend. Lifted by stacked block heel, this glossy loafer with rounded square toe brings clean elegance to... more

$69.99

go to store
Metallic Penny Loafer Mules

Metallic Penny Loafer Mules

Women's Bernardo Metallic Penny Loafer Mules - White - Low heels Bernardo metallic calf leather loafer mules 0.75 in / 20 mm stacked heel Square apron toe Notched vamp Slide style Leather outsole Lining: Leather Professional cleaning recommended Made... more

$198.00

FREE shipping

go to store
Rina Penny Loafer

Rina Penny Loafer

Women's Agl Attilio Giusti Leombruni Rina Penny Loafer - Pink - Loafers Metallic-pink leather and a slightly slanted square toe bring playful updates to a classic penny loafer with an elasticized counter for a comfy, easy fit. Cushioned insole Leather... more

$445.00 $333.74

FREE shipping

go to store
Roxanne Penny Loafer Pump

Roxanne Penny Loafer Pump

Women's Alohas Roxanne Penny Loafer Pump - White - Flats Check out this top-notch Spanish-leather pump—a timeless must-have for any closet. The Roxanne pump, with its comfy midheight heel and sleek square toe, shifts smoothly from office to... more

$275.00 $123.74

FREE shipping

go to store
Ashton Leather Penny Loafers

Ashton Leather Penny Loafers

Women's SCHUTZ SHOES Ashton Leather Penny Loafers - Black Schutz "Ashton" loafer flats in shiny calf leather 1.00 in / 25 mm stacked heel Square toe Notched vamp Penny keeper strap on vamp Slipon style Leather outsole Lining: Synthetic Spot clean Made... more

$148.00

FREE shipping

go to store
Calfskin Leather Penny Loafer Mules

Calfskin Leather Penny Loafer Mules

Women's Bernardo Calfskin Leather Penny Loafer Mules - White - Loafers Bernardo smooth calf leather loafer mules 0.75 in / 20 mm stacked heel Square apron toe Notched vamp Slide style Leather outsole Lining: Leather Professional cleaning recommended... more

$198.00

FREE shipping

go to store
Penny Mule

Penny Mule

Women's Bernardo Penny Mule - Brown - Mules Whether adding to a professional fit or livening up your everyday one, the Penny mule from Bernardo sharpens up your collection. This loafer-inspired pair sports a sharp square toe and subtle heel to elevate... more

$197.99

FREE shipping

go to store
Penny Mule

Penny Mule

Women's Bernardo Penny Mule - Blue - Mules Whether adding to a professional fit or livening up your everyday one, the Penny mule from Bernardo sharpens up your collection. This loafer-inspired pair sports a sharp square toe and subtle heel to elevate... more

$197.99

FREE shipping

go to store
Penny Mule

Penny Mule

Women's Bernardo Penny Mule - White - Mules Whether adding to a professional fit or livening up your everyday one, the Penny mule from Bernardo sharpens up your collection. This loafer-inspired pair sports a sharp square toe and subtle heel to elevate... more

$197.99

FREE shipping

go to store
Avalia Loafer

Avalia Loafer

Women's Nine West Avalia Loafer - Brown - Loafers Modern elegance meets comfort in the Nine West Avalia loafer. The suede loafer, designed with a timeless penny keep, has a modern square toe front. Its stacked block heel offers a just-right lift and... more

$89.99

FREE shipping

go to store