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| Best Seller  | Men's Cole Haan Pinch Prep Penny Loafer - Black - Loafers Add to your formalwear wardrobe with the Pinch Prep penny loafer from Cole Haan. This classic leather pair sports a Grand Foam footbed for added comfort. Leather upper. Slip-on. Round moc toe.... ... more | FREE shipping go to store |
 | Men's Cole Haan Pinch Prep Penny Loafer - Brown - Loafers The Pinch Prep penny loafer from Cole Haan is ideal for the modern man who loves to be classy. The leather-suede loafer boasts pinch details that bring a touch of luxe. With a GRANDFØAM footbed,... ... more | FREE shipping go to store |
| Best Seller  | Women's Crown Vintage Fabiene Platform Penny Loafer - Brown - Loafers Bring out a bit of prep school charm with the Fabiene loafer from Crown Vintage. Its classic upper touches up your look with ease, while the chunky lugged platform sole takes you to... ... more | $59.99 $34.98 go to store |
 | Women's Crown Vintage Fabiene Platform Penny Loafer - Black - Loafers Bring out a bit of prep school charm with the Fabiene loafer from Crown Vintage. Its classic upper touches up your look with ease, while the chunky lugged platform sole takes you to... ... more | $59.99 $44.98 go to store |
 | Women's Journee Collection Kenly Penny Loafer - Black - Loafers You will look cool yet classy in this Kenly penny loafer from Journee Collection. This slip-on features croco embossed detail at vamp, Tru Comfort Foam insole for ultimate comfort and... ... more | go to store |
 | Danielle Pop Leather Penny Loafers Women's Sebago Danielle Pop Leather Penny Loafers - White Sebago "Danielle" penny loafer is the ultimate summer slipon, crafted from supple fullgrain leather. As well as a leather insole, it features a slim natural leather sole with a moulded rubber... ... more | FREE shipping go to store |
 | Women's Scarosso Michelle Penny Loafers - Black Material:Leather/Leather/Rubber. ... more | FREE shipping go to store |
 | Men's Tommy Hilfiger Simol Penny Loafer - Black - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... ... more | go to store |
 | Women's Lucky Brand Parmin Penny Loafer - Brown - Loafers The Parmin penny loafer from Lucky proves a sleek and elegant highlight to a professional or every day ensemble. A vintage look brings classic flair to round out your collection. Nubuck leather... ... more | $59.99 $49.98 go to store |
 | Women's Eastland Baldwin Penny Loafer - Brown - Loafers With a classic look made to elevate an ensemble, the Eastland Baldwin penny loafer is a must-have for your professional or casual collection. Crafted from leather, this pair features a sawtooth... ... more | FREE shipping go to store |
 | Women's Vionic Uptown Penny Loafer - Natural - Loafers The Uptown penny loafer from Vionic is an absolute beauty that deserves a spot in your collection. The rich suede upper and 360 flex rubber outsole bring a breath of new life to the classic slip-on... ... more | FREE shipping go to store |
 | Men's Scarosso Maurizio Penny-slot Loafers - Brown Material:Calf Leather/Leather/Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $385.00 $154.00 go to store |
 | Women's Ros Hommerson Winnie Penny Loafer - Black - Loafers The Winnie penny loafer from Ros Hommerson lends a tinge of sophistication to your attire with its croc-embossed patent leather upper and glossy finish. Tiny Pillows insoles provide excellent... ... more | FREE shipping go to store |
 | Men's Tod's Leather Penny Loafers - Black Black calf leather gathered detailing penny slot strap detailing slip-on style round toe leather lining branded leather insole flat sole studded outsole This piece comes complete with a protective dust bag.... ... more | $695.00 $417.00 FREE shipping go to store |
 | Women's Earth Javas Penny Loafer - White - 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 | FREE shipping go to store |
 | Women's J.Crew Winona Penny Loafers - Brown New this season, our Winona penny loafers were tested in-house to make sure they're extra-comfy. You'll want to wear them with everything from straight-leg jeans to midi skirts and even your comfiest joggers.... ... more | $198.00 $129.50 go to store |
 | Women's J.Crew Winona Penny Loafers - Blue Our new-this-season Winona penny loafers were tested in-house to make sure they're extra-comfy. You'll want to wear them with everything from straight-leg jeans to midi skirts and even your comfiest joggers.... ... more | $228.00 $204.99 go to store |
 | Women's 3.1 Phillip Lim Alexa Striped Penny Loafers - Black Material:Sheepskin/Nylon/Polyethylene Terephthalate (PET)/Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $450.00 $225.00 go to store |
 | Men's Call It Spring Farina Penny Loafer - Blue - Loafers Diversify your wardrobe with the Farina penny loafer from Call It Spring. With a B.E.D FoamTM insole, this pair is sure to keep you comfortable whether at work or at play. Synthetic & textile... ... more | go to store |
 | Men's Rhude Penny Loafers - Black Snake-embossed leather loafers in beige and brown. Blanket stitching throughout. ... more | $740.00 $377.00 FREE shipping go to store |
 | Women's Lauren by Ralph Lauren Wynnie Penny Loafer - Black - Loafers 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 | FREE shipping go to store |
 | Tassel-detail Leather Penny Loafers Women's Sebago Tassel-detail Leather Penny Loafers - Red Material:Leather/Leather/Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $210.00 $178.00 go to store |
 | Women's Thom Browne Varsity Tartan Penny Loafers - Red Red calf leather/rubber tartan check pattern contrasting trim signature grosgrain loop tab pointed toe rubber sole low heel. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $890.00 $445.00 FREE shipping go to store |
 | Men's Tricker's James Penny Loafers - Black 100% Calf Leather. Made in United Kingdom. ... more | $560.20 $317.30 FREE shipping go to store |
 | Men's Anthony Veer Sherman Penny Loafer - Brown - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather for high-quality appeal. Leather upper. Slip-on. Decorative Penny Keeper... ... more | FREE shipping go to store |
 | Women's Vionic Uptown Penny Loafer - White - Loafers The Uptown penny loafer from Vionic is an absolute beauty that deserves a spot in your collection. The rich suede upper and 360 flex rubber outsole bring a breath of new life to the classic slip-on... ... more | FREE shipping go to store |
 | Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. ... more | FREE shipping go to store |
 | Men's Deer Stags Civic Penny Loafer - Black - Loafers No matter the occasion, the answer is always the Deer Stags Civic penny loafer. This heeled slip-on with elastic inserts and memory foam insole is stylish and comfortable enough to be worn for both... ... more | go to store |
 | Women's Maison Margiela Tabi Penny Loafers - Brown 100% Calf Leather. Made in Italy. ... more | $1,064.39 $715.27 FREE shipping go to store |
 | Women's Dolce Vita Talie Penny Loafer - Gray - Loafers Elevate your look for a day at the office or a night out with friends in the Talie penny loafer from Dolce Vita. The stacked heel takes your style to new heights, while the classic loafer... ... more | $149.99 $99.98 FREE shipping go to store |
 | Men's Magnanni Shoes Penny-slot Suede Loafers - Brown Material:Suede/Fabric/Rubber. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $352.00 $333.00 FREE shipping go to store |
 | Men's Scarosso Luciano Suede Penny Loafers - Blue Material:Calf Suede/Rubber/Calf Leather. ... more | FREE shipping go to store |
 | Dan Studded Leather Penny Loafers Women's Sebago Dan Studded Leather Penny Loafers - Black Sebago between classic taste and contemporary aesthetics, this "Dan" loafer rewrites the codes of the penny loafer. The model is made of high quality leather with a round toe, handstitched tub... ... more | FREE shipping go to store |
 | Chandler Patent Leather Penny Loafers Women's Bernardo Chandler Patent Leather Penny Loafers - Black Bernardo "Chandler" patent leather penny loafers. 1.50 in / 40 mm platform heel. Almond moc toe. Notched vamp with keeper strap. Slipon style. Rubber sole. Dry clean. Made in Brazil. ... more | FREE shipping go to store |
 | Women's Journee Collection Kenly Penny Loafer - Pink - Loafers You will look cool yet classy in this Kenly penny loafer from Journee Collection. This slip-on features croco embossed detail at vamp, Tru Comfort Foam insole for ultimate comfort and... ... more | go to store |
 | Women's Veronica Beard Suede Coin Penny Loafers - Black Veronica Beard suede penny loafers with logo coin accent 1.00 in / 25 mm flat heel Round moc toe Notched vamp with keeper strap Slip-on style Leather outsole Lining: Leather Professional cleaning... ... more | FREE shipping go to store |
 | Men's Anthony Veer Sherman Penny Loafer - Black - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather for high-quality appeal. Leather upper. Slip-on. Decorative Penny Keeper... ... more | FREE shipping go to store |
 | Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. ... more | $666.64 $319.99 FREE shipping go to store |
 | Women's Donald J Pliner Binah Penny Loafer - Brown - Loafers Whether upping a casual look or adding to your professional collection, the Binah penny loafer from Donald Pliner brings versatility to the forefront. Metallic sheen makes for a shining... ... more | $129.99 $89.98 FREE shipping go to store |
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