Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more
Women's Amalfi by Rangoni Donnola Kiltie PennyLoafer - Black - Loafers A classic penny keeper and kiltie-inspired fringe lend stylish dimension to a sophisticated loafer grounded by a cushioned footbed and sturdy rubber sole. Memory foam cushioning... more
Men's Steve Madden Natan PennyLoafer - Brown - Loafers Bring classic style to your wardrobe with the Steve Madden Natan pennyloafer. Crafted from leather, this pair sports a tried-and-true silhouette for some timeless appeal. Leather upper. Slip-on.... more
Women's Vionic Cheryl Ii Lug PennyLoafer - Gray - Loafers Chunky lugs lend street-savvy flair to a sleek leather loafer detailed with a penny keeper on the vamp and a pop of contrast on the welt. 1 3/4" heel; 1" platform (size 8.5) Removable,... more
Men's Bruno Magli Silas PennyLoafer - 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
Men's Polo Ralph Lauren Anders Penny Driver Loafer - Black - Loafers A penny tab and hand-stitched details elevate a casual driver loafer. Leather upper and lining/rubber sole Imported more
Men's Allen Edmonds Newton PennyLoafer - Brown - Loafers Clean lines and minimalist design showcase the timeless silhouette of a closet-staple pennyloafer built on a comfy rubber sole. Leather upper and lining/rubber sole Handcrafted in Italy more
Men's To Boot New York Ronny PennyLoafer - Brown - Loafers A traditional penny keeper and moc toe lend timeless sophistication to a supple suede loafer grounded by a cushioned footbed for long-lasting wear. Cushioned footbed with arch support Leather... more
Men's Floafers Country Club PennyLoafer - Brown Give your shoe collection a modern twist with the Country Club pennyloafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more
Men's Vintage Foundry Scott PennyLoafer - Black - Loafers Show your love for classics with the Scott pennyloafer by Vintage Foundry Co. Boasting a timeless silhouette in beautiful leather, this slip-on pair flaunts burnished toe and penny slot detail... more
Women's Vionic Uptown PennyLoafer - Black - Loafers The Uptown pennyloafer from Vionic is an absolute beauty that deserves a spot in your collection. The rich upper and 360 flex rubber outsole bring a breath of new life to the classic slip-on... more
Men's Eastland Bristol PennyLoafer - Black - Loafers Eastland Bristol Men's PennyLoafer Classic style is timeless with the Eastland Bristol pennyLoafer. Featuring a leather upper with pennyLoafer detailing, these Slip-Onshave a classy look. The... more
Men's Eastland Henderson PennyLoafer - Black - Loafers Eastland Henderson Men's PennyLoafer Style on the move with the Eastland Henderson pennyLoafer. Featuring a leather upper with a penny holder accent, this driving moc supports sans Socks. The... more
Women's Easy Spirit Jett Fringe PennyLoafer - Black - Loafers Kiltie fringe gives heritage style to a pennyloafer built for comfort on contoured cushioning and a flexible sole. 1" heel Removable, cushioned insole allows for custom orthotics Leather... more
Men's Santoni Carlos PennyLoafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless pennyloafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy more
Men's Donald J Pliner Lug PennyLoafer - Brown - Loafers A stacked lug sole brings superior traction to a handsome pennyloafer that's fashioned in Italy from tumbled calfskin leather and padded with plush cushioning. Memory foam cushioning Leather... more
Men's Magnanni Shoes Diezma Ii Leather PennyLoafers - Brown Magnanni classic loafers in breathable supple calfskin leather Línea Flex blends classic bologna construction with additional features for increased flexibility Stacked heel Almond moc toe... more
Men's Steve Madden Natan PennyLoafer - Black - Loafers Bring classic style to your wardrobe with the Steve Madden Natan pennyloafer. Crafted from leather, this pair sports a tried-and-true silhouette for some timeless appeal. Leather upper. Slip-on.... more
Men's Steve Madden Zeb PennyLoafer - Black - Loafers Accent a favorite look with the sharp panache of the Zeb pennyloafer from Steve Madden. This leather pair sports a chunky sole for a trendy touch. Leather upper. Slip-on. Round moc toe. Synthetic... more
Men's J.Crew Alden For Suede PennyLoafers - Brown Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoemaker in New England. This exclusive-to-J.Crew take on the classic... more
Men's Golden Goose Deluxe Brand Jerry Patent Leather PennyLoafers - Black Golden Goose "Jerry" pennyloafers in patent leather Stacked heel Round moc toe Penny keeper strap Backstay with goldtone metal star Contrast GGDB lettering on the side Slipon... more
Women's Tod's Gomma Classic Leather PennyLoafers - Brown Tod's classic pennyloafers in smooth calf leather 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lining: Virgin wool Rubber outsole Made in Italy more
Women's Dr. Scholls Hello PennyLoafer - Black - Loafers We bring you greetings from the land of all-day comfort with this pennyloafer featuring a BLOOM® foam insole, so you can feel good about feeling so good. Rise by BLOOM is an algae-blended resin... more
Men's Gordon Rush Cartwright PennyLoafer - Brown - Loafers Elevate your work-to-weekend look with this handsome pennyloafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... more
Men's Adieu Colorblock PennyLoafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked pennyloafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... more
Men's Santoni Carlos Suede PennyLoafers - Black Santoni "Carlos" pennyloafers in suede Stacked heel Round apron toe Penny keeper strap Unlined Slipon style Made in Italy more
Women's Pedro Garcia Sebas Lug PennyLoafer - White - Loafers Chunky lugs lend street-savvy bite to this crisp monochrome pennyloafer crafted from soft suede with a classic moc toe. 1 1/2" heel; 1 1/4" platform (size 8.5 US/38.5 EU) Leather upper and... more
Women's Vionic Uptown Hybrid PennyLoafer () - Brown - Loafers Classic sophistication meets sporty construction in this soft suede pennyloafer built on a springy rubber sole with deep flex grooves for walkable comfort. 1" platform (size 8.5)... more
Women's Vionic Uptown Hybrid PennyLoafer () - Red - Loafers Classic sophistication meets sporty construction in this soft suede pennyloafer built on a springy rubber sole with deep flex grooves for walkable comfort. 1" platform (size 8.5) Removable,... more
Men's ALDO Legolas PennyLoafer - Blue - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a suede loafer set on a cushioned footbed and sturdy rubber sole. Memory foam cushioning Leather upper/textile lining/rubber sole... more
Women's Amalfi by Rangoni Calabrone PennyLoafer - Red - Loafers A traditional penny keeper lends timeless appeal to a rich leather loafer set on a cushioned footbed and durable rubber sole. Memory foam cushioning Leather upper and lining/rubber sole... more
Women's Franco Sarto Edith PennyLoafer - Natural - Loafers A penny keeper detail adds a timeless flourish to a sleek loafer that's a 9-to-5 standby. 1" heel Cushioned footbed with arch support Leather or synthetic upper/synthetic lining and sole Imported more
Men's Sandro Moscoloni Natal PennyLoafer - White - Loafers Introduce effortless elegance to your footwear collection with a timeless pennyloafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more
Women's Bernardo Tabitha PennyLoafer - Brown - Loafers Crafted in butter-soft leather or suede and featuring a sleek rubber sole, this timeless loafer style ensures both comfort and practicality. Loafer Leather upper and lining Rubber Sole Cushioned... more
Women's Kork-Ease Carlisle PennyLoafer - Brown - Loafers A low stacked heel and grippy rubber treads add modern charm to this supple leather pennyloafer packed with extra padding for walkable comfort. 1 1/4" heel; 3/4" platform (size 8.5) Cushioned... more
Men's Warfield & Grand Diggs PennyLoafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. Cushioned footbed with arch support Leather... more
Men's Rockport Maverick PennyLoafer - Black - Loafers Step into timeless elegance with the Rockport Maverick pennyloafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round... more
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