Men's Shoes › eastside penny loafer

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. more

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Black - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Black - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

No Penny Loafers

Men's Christian Louboutin No Penny Loafers - Black Paneled patent leather and wool twill loafers in black. more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Natural - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded. more

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more

The Country Lug Sole Penny Loafer

Men's Taft The Country Lug Sole Penny Loafer - Brown - Loafers Buttery-soft leather tops this modern penny loafer built with a rubber commando lug sole, custom sidewall welt and a resoleable Blake construction. Leather upper and lining/rubber sole Made... more

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Blue - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

Silas Penny Loafer

Men's Dune Silas Penny Loafer - Blue - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp loafer crafted from velvety suede. more

Hawthorne Penny Loafer

Men's Cole Haan Hawthorne Penny Loafer - Brown - Loafers Your debonair looks get a perfect finishing touch with the Hawthorne penny loafer from Cole Haan. Designed using the Grand. OS comfort technology, this leather slip-on ensures lightweight comfort... more

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Black - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. more

Empire State Penny Loafer

Men's Marc Joseph New York Empire State Penny Loafer - Brown - Loafers A densely padded footbed, gel-heel insert and flexible rubber sole put comfort at the forefront of this artisanally crafted leather penny loafer. Cushioned footbed Leather upper and... more

Ike Penny Loafer

Men's Ike Behar Ike Penny Loafer - Black - Loafers You can never go wrong with the Ike penny loafer from Ike Behar. Flaunting a pure leather construction with classic almond moc toe, lightly cushioned insole and a contrast block heel, this slip-on is... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

Bradlay Penny Loafer

Men's Dune Bradlay Penny Loafer - Brown - Loafers A moc toe adds a touch of casual refinement to this essential suede penny loafer. more

Ultralift Leather Casual Penny Loafers

Women's Stuart Weitzman Ultralift Leather Casual Penny Loafers - Black Stuart Weitzman "Ultralift" leather casual penny loafers Flat chunky heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Polyester Hand... more

Penny Slip-on Loafers

Men's Ferragamo Penny Slip-on Loafers - Brown 100% Calf Leather. Made in Italy. more

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slipon style Made in USA more

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Black Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy more

Brown Leather Penny Loafer

Men's Ferragamo Brown Leather Penny Loafer - Black - Loafers Buffed calfskin loafers in brown. Strap with cut out at vamp. more

Floral Jacquard Penny Loafer Mule

Men's Versace Floral Jacquard Penny Loafer Mule - Gray - Loafers Set on a molded cork midsole and rubber sole for a lightweight step, this mule in floral jacquard features a Medusa-head 'coin' inserted in the keeper strap. Textile and leather... more

Gommino Round Toe Penny Loafers

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

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Pink - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal. more

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Black - Loafers Supple calfskin leather throughout ensures comfort and flexibility as it also elevates this handsome Italian loafer with a bit of branding on the heel loop. Leather upper, lining and sole Made in... more

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Blue - Loafers Supple suede and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy. more

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Gray - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Blue - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... more

Leather Penny Loafers

Men's Allen Edmonds Leather Penny Loafers - Brown Allen Edmonds penny loafers in smooth leather Handsewn construction Flat heel Round moc toe Penny keeper strap Leather lining Flexible rubber tread sole Slipon style Imported more

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA more

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Brown - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. more

Penny Loafer

Men's Ferragamo Penny Loafer - White - Loafers Contemporary casual. Soft suede gentlemen's loafer with an elongated silhouette and slightly squared toe. Raised stitching across the instep adds texture to this sophisticated slip on. Flexible rubber... more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Brown - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction. more

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

Black Penny Loafers

Men's Ferragamo Black Penny Loafers Buffed calfskin loafers in black. more

Penny Loafer

Men's Common Projects Penny Loafer - Black - Loafers Impeccable craftsmanship shines through on this Italian-crafted penny loafer done in burnished calfskin leather with foil-stamped style and production codes. Leather upper, lining and sole Made in... more