Best Seller
Wynnie Penny Loafer

Wynnie Penny Loafer

Women's Lauren by Ralph Lauren Wynnie Penny Loafer - Purple - Pumps Bring academic vibes to a look with the Wynnie penny loafer from Lauren Ralph Lauren. Crafted from leather, this supple pair proves a classic add to your collection. Leather upper.... more

$224.99 $169.98

FREE shipping

go to store
'cap Vert' Penny Loafer

'cap Vert' Penny Loafer

Men's Mephisto 'cap Vert' Penny Loafer - Black - Loafers Handcrafted by trained artisans, with an aniline-dyed water-repellent leather upper for the ultimate in breathability and durability. The latex foam midsole absorbs shock from walking and... more

$375.00

FREE shipping

go to store
Best Seller
Rucci Weave Penny Loafer

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

$129.99

FREE shipping

go to store
Athens Penny Driving Loafer

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

$129.00

FREE shipping

go to store
Wakith Penny Loafer

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

$118.99

FREE shipping

go to store
Logo Plaque Penny Loafers

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

$721.37 $277.01

FREE shipping

go to store
Belted Penny Loafer

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

$875.00

FREE shipping

go to store
Phillip Penny Loafer

Phillip Penny Loafer

Men's Sandro Moscoloni Phillip Penny Loafer - Brown - Loafers Finish off a semi-formal, casual or professional look with the versatile Phillip penny loafer from Sandro Moscoloni. This leather pair sports a classic look offset by a lugged sole for... more

$179.99

FREE shipping

go to store
Gerry Penny Loafer

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

$199.99

FREE shipping

go to store
Adacter Penny Loafer

Adacter Penny Loafer

Men's Geox Adacter Penny Loafer - Gray - Loafers A supple suede upper and classic penny keeper lend luxe elements to a sophisticated loafer grounded by a cushioned footbed and durable sole. more

$160.00 $128.00

FREE shipping

go to store
Huxley Suede Espadrille Penny Loafers

Huxley Suede Espadrille Penny Loafers

Men's Paul Stuart Huxley Suede Espadrille Penny Loafers - Natural Paul Stuart "Huxley" penny loafers in calf suede Braidedjute flat heel Round moc toe Suede penny keeper strap Leather lining Rubber crepe sole Slipon style Made in Portugal more

$460.00

FREE shipping

go to store
Thom E Penny Loafer Slingback Sandal At Nordstrom

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

$820.00

FREE shipping

go to store
Tesoro Penny Loafer

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

$399.00

FREE shipping

go to store
Arezzo Burnished Leather Penny Loafers

Arezzo Burnished Leather Penny Loafers

Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style.... more

$395.00

FREE shipping

go to store
Leather Penny Loafers

Leather Penny Loafers

Men's Common Projects Leather Penny Loafers - Brown Upper: calf leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in italy. Designer color name: brown. Comes with dust bag. Comes with a box. more

$641.00 $448.00

FREE shipping

go to store
Penny Loafer

Penny Loafer

Men's Canali Penny Loafer - Brown - Loafers Tastefully tumbled calfskin lends refined texture to the entirety of a polished penny loafer carved with a curved slot. Leather upper, lining and sole Made in Italy. more

$495.00

FREE shipping

go to store
Lug Sole Penny Loafer

Lug Sole Penny Loafer

Men's Common Projects Lug Sole Penny Loafer - Brown - Loafers Impeccable craftsmanship shines through on this Italian-made penny loafer fashioned from calfskin and set on a toothy lug sole. Foil-stamped style and production codes finish this look with... more

$700.00

FREE shipping

go to store
Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Brown - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. more

$300.00

FREE shipping

go to store
Tonio Penny Loafer

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

$395.00

FREE shipping

go to store
Pinch Weekend Penny Loafer

Pinch Weekend Penny Loafer

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

$130.00

FREE shipping

go to store
Pembrey Penny Loafers

Pembrey Penny Loafers

Men's Church's Pembrey Penny Loafers - Blue Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Leather, 100% Suede. Made in United Kingdom. more

$908.39 $566.83

FREE shipping

go to store
Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Black Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more

$49.99

go to store
Ikangia 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

$720.00

FREE shipping

go to store
Lisbon Penny Loafer

Lisbon Penny Loafer

Men's Boss Lisbon Penny Loafer - Gray - Loafers Crafted of richly burnished leather with a contemporary blunted toe, this penny loafer is one you'll pair with wardrobe staples for years to come. Leather upper and lining/leather and synthetic sole Made... more

$270.00

FREE shipping

go to store
Moc Toe Penny Loafer

Moc Toe Penny Loafer

Men's Sandro Moscoloni Moc Toe Penny Loafer - Gray - Loafers An anatomical gel insole provides comfort and breathability in this penny loafer that has a bright-blue outsole for modern appeal. Cushioned insole Leather upper/synthetic lining/rubber sole... more

$190.00 $120.00

FREE shipping

go to store
Lug Sole Penny Loafer

Lug Sole Penny Loafer

Men's Common Projects Lug Sole Penny Loafer - Gray - Loafers Impeccable craftsmanship shines through on this Italian-made penny loafer fashioned from calfskin and set on a toothy lug sole. Foil-stamped style and production codes finish this look with... more

$700.00

FREE shipping

go to store
Lucien Suede Penny Loafers

Lucien Suede Penny Loafers

Men's Magnanni Shoes Lucien Suede Penny Loafers - Brown Magnanni "Lucien" penny loafers in calf suede Stacked heel Almond-shaped apron toe Penny keeper strap Leather lining and outsole Slip-on style Made in Spain. more

$495.00

FREE shipping

go to store
Gerry Penny Loafer

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Red - 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

$139.99

FREE shipping

go to store
Walden Penny Loafer

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Pink - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. more

$199.00

FREE shipping

go to store
Twins Mismatched Penny Loafer

Twins Mismatched Penny Loafer

Men's Camper Twins Mismatched Penny Loafer - Blue - 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

FREE shipping

go to store
Junction Cap Toe Penny Loafer

Junction Cap Toe Penny Loafer

Women's Camper Junction Cap Toe Penny Loafer - Gray - Loafers A removable cap toe adds a playful pop of color to a sophisticated penny loafer grounded by a well-cushioned insole for everyday comfort. more

$220.00

FREE shipping

go to store
Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Brown - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. more

$300.00

FREE shipping

go to store
Italian Suede Penny Loafer, Suede Leather

Italian Suede Penny Loafer, Suede Leather

Women's Quince Italian Suede Penny Loafer, Suede Leather - White - 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

$79.90

FREE shipping

go to store
Jerry Grained Leather Penny Loafer

Jerry Grained Leather Penny Loafer

Women's Golden Goose Deluxe Brand Jerry Grained Leather Penny Loafer - Gray - Loafers Golden Goose puts their signature spin on a timeless loafer made of richly grained leather and featuring the scuffed and dirtied look the brand is known for. Leather... more

$490.00

FREE shipping

go to store
Allie Moc Toe Penny Loafer

Allie Moc Toe Penny Loafer

Women's Söfft Allie Moc Toe Penny Loafer - Natural - Loafers Contoured cushioning and tumbled Italian leather ensures this penny loafer fits your foot just right. more

$109.95

FREE shipping

go to store
Wilde Vegas Strip Leather Penny Loafers

Wilde Vegas Strip Leather Penny Loafers

Men's Duke & Dexter Wilde Vegas Strip Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features the Las Vegas Strip race car motif 1.00 in / 25 mm stacked heel Round moc toe Penny... more

$340.00

FREE shipping

go to store
Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. more

$587.78 $445.78

FREE shipping

go to store
Wakith Suede Apron Toe Penny Loafer

Wakith Suede Apron Toe Penny Loafer

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

$128.00

FREE shipping

go to store
Larson Leather Penny Loafer

Larson Leather Penny Loafer

Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. more

$175.00 $131.25

FREE shipping

go to store
Berkley Flex Penny Loafer

Berkley Flex Penny Loafer

Men's Florsheim Berkley Flex Penny Loafer - Brown - Loafers Get classic style and complete comfort in this moc-toe penny loafer constructed with a cushioned footbed, arch support and a flexible sole. more

$124.95

FREE shipping

go to store