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Edith Penny Loafer

Women's Franco Sarto Edith Penny Loafer - Black - Loafers A penny keeper detail adds a timeless flourish to this sleek loafer that's a 9-to-5 standby. more

Almond Toe Woven Penny Loafers

Men's Santoni Almond Toe Woven Penny Loafers - Black Dimensions: Heel: 1.5cm 100% Calf Leather. Made in Italy. more

Newburg Platform Penny Loafer

Women's Cole Haan Newburg Platform Penny Loafer - Black - Loafers Whether you're off to the office or date night, this platform loafer with a grippy sole and water-resistant finish will have you stepping with confidence. more

Brown Penny Loafers

Women's Thom Browne Brown Penny Loafers - Black Buffed calfskin loafers in brown. Signature tricolor grosgrain pull-loop at heel collar. more

Platform Penny Loafer

Women's Sacai Platform Penny Loafer - Black - Loafers Signature spliced style turns a penny loafer into a lofted sporty style with a treaded Vibram® sole and chunky platform. more

Porter Platform Penny Loafer

Women's Chinese Laundry Porter Platform Penny Loafer - Black - Loafers An etched medallion gleams at the penny keeper of a stylish loafer lifted by a stacked platform and modest block heel. more

Lillian Penny Loafer

Women's Franco Sarto Lillian Penny Loafer - Black - Loafers Minimalist design showcases the timeless silhouette of this sleek patent penny loafer with ergonomic padding at key pressure points for all-day comfort. more

Ms. Penny Loafer

Women's The Office Of Angela Scott Ms. Penny Loafer - Black - Loafers Wingtip styling elevates the look of a classic penny loafer shaped from burnished Italian leather. more

Tipson Penny Loafer

Women's Jack Rogers Tipson Penny Loafer - Black - Loafers Subtle stitch details elevate a timeless penny loafer crafted from ultrasmooth leather. more

Ela Woven Penny Loafer

Women's Earth Ela Woven Penny Loafer - Black - Loafers Woven detailing lends an airy update to the upper of a rich leather penny loafer grounded on a cushioned footbed and low stacked heel. more

Kenova Penny Loafer

Women's Vagabond Kenova Penny Loafer - Black - Loafers Chunky meets preppy in this solid moc-toe loafer featuring a classic penny-keeper detail and set atop a treaded lug sole. more

Brinda Platform Penny Loafer

Women's Calvin Klein Brinda Platform Penny Loafer - Black - Loafers A classic penny keeper and creamy suede upper lend luxe elements to a sophisticated loafer set on a subtle platform sole. more

Everleigh Platform Penny Loafer

Women's Timberland Everleigh Platform Penny Loafer - Black - Loafers Elevate your wardrobe with a smooth leather penny loafer boosted by a chunky platform and trendy lugged sole. more

Darry Slingback Platform Penny Loafer

Women's Naturalizer Darry Slingback Platform Penny Loafer - Black - Loafers Polished studs trim the slim penny keeper on a bold slingback loafer lifted by a chunky platform and block heel. more

Suzie Penny Loafer

Women's Calvin Klein Suzie Penny Loafer - Black - Loafers Elevate your everyday footwear with this leather penny loafer done with a classic upper and set on a substantial traction-treaded sole. more

maggie Penny Loafer

Women's Johnston & Murphy maggie Penny Loafer - Black - Loafers Pillowy memory foam cushioning and FLEX technology ensure lasting comfort in this penny loafer featuring hand-stitched detailing and a segmented driver sole. more

Rama Platform Penny Loafer

Women's BCBGMAXAZRIA Rama Platform Penny Loafer - Black - Loafers A heavy lug sole grounds the chunky platform and block heel of a retro-inspired penny loafer that will elevate your trendsetting style. more

Emmylou Penny Loafer

Women's Anne Klein Emmylou Penny Loafer - Black - Loafers Supple suede and a traditional penny keeper accentuate a sophisticated loafer styled with an apron toe and chunky platform. more

Edith Penny Loafer

Women's Franco Sarto Edith Penny Loafer - Black - Loafers A penny keeper detail adds a timeless flourish to this sleek loafer that's a 9-to-5 standby. more

Penny-trim Loafers In Brush-off Leather

Men's Boss Penny-trim Loafers In Brush-off Leather - Black Distinctive loafers crafted in Italy by BOSS, designed in brush-off leather with a chunky outsole, an apron toe and a penny trim. more

G. H.bass Whitney Super Lug Sole Penny Loafer

Women's G.H.BASS G. H.bass Whitney Super Lug Sole Penny Loafer - Black - Loafers A thick lug sole grounds this contemporary-chic loafer rendered in mixed leathers and detailed with a moc toe and sculpted penny slot. more

Gorel D'orsay Penny Loafer

Women's Nine West Gorel D'orsay Penny Loafer - Black - Loafers Side cutouts and a classic penny keeper create visual intrigue on a faux-leather loafer fashioned with a slender moc toe for contemporary appeal. more

Tasha Penny Loafer Mule

Women's Matisse Tasha Penny Loafer Mule - Black - Loafers Modern and versatile, this round-toe leather slip-on merges the elegant lines of a smoking slipper with the trend-forward ease of a mule. more

Walden Penny Loafer

Women's Camper Walden Penny Loafer - Black - Loafers A chunky crepe sole designed for optimal traction helps you take confident strides in this durable loafer outfitted with an OrthoLite® footbed. more

Toteme Off-white 'the Canvas' Penny Loafers

Women's Totême Toteme Off-white 'the Canvas' Penny Loafers - Black Cotton- and linen-blend canvas loafers in off-white. Buffed lambskin trim throughout. more

Grant Lug Sole Penny Loafer

Women's Calvin Klein Grant Lug Sole Penny Loafer - Black - Loafers A lug sole brings an extra bit of drama to this updated take on a favorite penny loafer. more

Waterproof Penny Loafer

Women's Blondo Waterproof Penny Loafer - Black - Loafers Cushy memory foam and bold lugs lend modern grounding to a dapper penny loafer crafted from richly textured waterproof leather. more

Penny Loafer

Women's Veronica Beard Penny Loafer - Black - Loafers An etched coin embellishment peeks out from the penny keeper of a supple suede loafer grounded by a cushioned footbed for lasting wear. more

Clarks(r) Stayso Edge Platform Penny Loafer

Women's Clarks(r) Stayso Edge Platform Penny Loafer - Black - Loafers A slender penny keeper and rich leather upper lend modern sophistication to a stylish loafer grounded by a cushioned footbed and durable lug sole. more

Rapallo Penny Loafer

Women's Amalfi by Rangoni Rapallo Penny Loafer - Black - Loafers Memory foam cushioning adds everyday comfort to this classic suede penny loafer. Memory foam cushioning Leather upper and lining/rubber sole Made in Italy. more

Yanni Platform Penny Loafer

Women's Dolce Vita Yanni Platform Penny Loafer - Black - Loafers A classic penny loafer and moc toe lend timeless elements to a sophisticated loafer lifted by a chunky platform and block heel. more

Meyers Moc Toe Penny Loafer

Women's Jack Rogers Meyers Moc Toe Penny Loafer - Black - Loafers Minimalist design showcases the rich suede of this timeless penny loafer with moc-toe stitching and a flexible, lightweight frame. more

Dan Perforated Leather Penny Loafers

Women's Sebago Dan Perforated Leather Penny Loafers - Black Sebago's expertise is constantly evolving to interpret the new needs of contemporary living with styles that combine quality, elegance and everyday comfort. This take on our iconic "Dan" penny... more

Rina Penny Loafer

Women's Agl Attilio Giusti Leombruni Rina Penny Loafer - Black - Loafers A cushioned insole brings exceptional comfort to this leather penny loafer with a slightly slanted square toe and an elasticized topline for easy entry. Cushioned insole Leather... more

Emmylou Penny Loafer

Women's Anne Klein Emmylou Penny Loafer - Black - Loafers Supple suede and a traditional penny keeper accentuate a sophisticated loafer styled with an apron toe and chunky platform. more

Penny Loafer

Women's Christian Louboutin Penny Loafer - Black - Loafers A banner-inspired forked keeper strap secures a logo-embellished coin on this timeless penny loafer crafted of burnished calfskin leather. That iconic Louboutin-red sole adds a flash of... more

Nice Day Penny Loafer

Women's Dr. Scholls Nice Day Penny Loafer - Black - Loafers Plush cushioning and a flexible, lightweight sole ground this comfort-focused penny loafer wrapped in richly textured leather. more

Javas Penny Loafer

Women's Earth Javas Penny Loafer - Black - Loafers Bring a classic touch to your collection with the Javas penny loafer from Earth. This leather pair showcases a versatile design, made to pair well with a professional or formal ensemble. Leather upper.... more