Women's Sebago Classic Will Tassel PennyLoafers - Black Sebago "Will" pennyloafer is a gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more
Men's Steve Madden Ancher PennyLoafer - Black - Loafers Stand-out in the crowd sporting the Ancher pennyloafer from Steve Madden. All-over micro embossed details on the upper give this leatherloafer a stylish look while the lightly treaded rubber... more
Men's Florsheim Zaffiro PennyLoafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe pennyloafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more
Men's Ferragamo Men PennyLoafer With Gancini Ornament - Natural - Loafers Retro look pennyloafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A... more
Men's Florsheim Zaffiro PennyLoafer - Black - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe pennyloafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more
Men's Steve Madden Marvyn PennyLoafer - Brown - Loafers Whether accenting a professional look or sharpening a casual fit, the Marvyn pennyloafer from Steve Madden has you covered. This waxed leather pair sports a vintage look for some... more
Men's Stuart Weitzman Sw Club La PennyLoafer Men's - Black - Loafers The SW CLUB LA PENNYLOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... more
Men's Brooks Brothers Greenwich PennyLoafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich pennyloafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... more
Men's Ferragamo PennyLoafer - White - Loafers Buffed leather gentlemen's loafer with an elongated almond shaped tip to echo a sophisticated feel, punctuated by visible stitching. This shoe is made using the "Originali" method, according to which the... more
Men's Sandro Moscoloni Taylor PennyLoafer - Blue - Loafers Highlight favorite formal or professional looks with the classically styled Taylor pennyloafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more
Women's Sebago Classic Will Tassel PennyLoafers - Blue Sebago "Will" pennyloafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more
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 Sebago Classic Will Tassel PennyLoafers - Black Sebago "Will" pennyloafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more
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
Men's Johnston & Murphy Athens PennyLoafer - Brown - Loafers Add to your collection with the classically designed Athens pennyloafer from Johnston & Murphy. This suede pair sports a cushy memory foam footbed for additional support. Suede or leather... more
Men's Coach and Four Volante PennyLoafer - Brown - Loafers Finish off your look with a tailored touch. The Italian-made Volante pennyloafer from Coach and Four is crafted from quality leather material, a cool cutaway lip, and intricate stitching... more
Men's Duke & Dexter X Playboy Wilde Sketch Ii PennyLoafers - Black DUKE + DEXTER x Playboy collaboration leatherpennyloafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... more
Men's Paul Stuart Huxley Suede Espadrille PennyLoafers - Natural Paul Stuart "Huxley" pennyloafers in calf suede Braidedjute flat heel Round moc toe Suede penny keeper strap Leather lining Rubber crepe sole Slipon style Made in Portugal more
Women's La Canadienne Pedale Penny Suede Driver Loafers - Blue La Canadienne "Pedale" suede driver loafers with penny keeper strap Flat heel Round moc toe Notched vamp Slipon style Lining: Leather Rubber outsole Made in Italy more
Men's Doucal's Penny Suede Loafers - Blue Midnight blue calf suede brushed finish round toe whipstitch detailing penny slot branded insole low block heel leather outsole slip-on style This piece comes complete with a protective dust bag. more
Men's Thom Browne PennyLoafers - Black Offering a fresh take on classic attire, Thom Browne's avant-garde aesthetic runs throughout each collection – from tailoring with the signature four stripes to leather shoes with dressed-down accents. Crafted... more
Men's Steve Madden Ancher PennyLoafer - Brown - Loafers Stand-out in the crowd sporting the Ancher pennyloafer from Steve Madden. All-over micro embossed details on the upper give this leatherloafer a stylish look while the lightly treaded rubber... more
Men's Sandro Moscoloni Taylor PennyLoafer - Brown - Loafers Highlight favorite formal or professional looks with the classically styled Taylor pennyloafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more
Men's Ferragamo PennyLoafer - White - Loafers Buffed leather gentlemen's loafer with an elongated almond shaped tip to echo a sophisticated feel, punctuated by visible stitching. This shoe is made using the "Originali" method, according to which the... more
Men's Paul Stuart Hugo Suede PennyLoafers - Brown Paul Stuart "Hugo" pennyloafers in calf suede Flat heel Round moc toe Penny keeper strap Leather lining Rubber outsole Slipon style Made in Portugal more
Men's Ferragamo PennyLoafer With Gancini Ornament - White - Loafers Retro look Pennyloafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A slim... more
Men's Brooks Brothers Greenwich PennyLoafer - Brown - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich pennyloafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... more
Women's La Canadienne Karter Perforated Suede PennyLoafers - Brown La Canadienne "Karter" loafers in perforated suede 1.50 in / 40 mm block heel Round toe Notched vamp Penny keeper strap Lining: Leather Slipon style Rubber outsole Made in Italy more
Men's Cole Haan American Classics PennyLoafer - Brown - Loafers Spruce up your smart casual look donning the American Classics pennyloafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more
Men's Bruno Magli Silas Suede PennyLoafers - Brown Bruno Magli loafers in suede. stacked heel. Almond toe. Penny keeper strap at vamp. Slipon style. Leather lining. Smooth outsole. Item runs large, consider ordering a half size down "Silas" is made in... more
Women's Stuart Weitzman Soho Calfskin Casual PennyLoafers - Black Stuart Weitzman "Soho" calf leather casual pennyloafers 2.36 in / 60 mm chunky heel; 1.25 in / 30 mm platform Round apron toe Notched vamp with keeper strap Slipon style Rubber outsole... more
Men's Bruno Magli Silas Suede PennyLoafers - Gray Bruno Magli loafers in suede. stacked heel. Almond toe. Penny keeper strap at vamp. Slipon style. Leather lining. Smooth outsole. Item runs large, consider ordering a half size down "Silas" is made in... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Drew mens classic slip-on pennyloafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more
This Pair Of Smart Black Gucci Shoes Are Ideal For Daily Wear Or A Casual Friday In The Office. Crafted In Guccissima Leather, These Penny Slip On Loafers Are A Perfect Blend Of Comfort, Style, And Durability. more
Best prices on Tyler leather penny loafers in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.