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Geneva Lug Sole Penny Loafer

Women's Cole Haan Geneva Lug Sole Penny Loafer - Gray - Loafers A lightweight EVA sole with toothy lugs grounds this fashion-forward penny loafer set on a bed of proprietary cushioning for all-day comfort. more

Dan Perforated Leather Penny Loafers

Women's Sebago Dan Perforated Leather Penny Loafers - White 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

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

Micola Penny Loafer

Women's Saint G. Micola Penny Loafer - Black - Loafers A classic penny keeper and burnished-leather upper distinguish a loafer lifted by a stacked block heel that makes it your ultimate comfort and style companion. more

Micola Penny Loafer

Women's Saint G. Micola Penny Loafer - Purple - Loafers A classic penny keeper and burnished-leather upper distinguish a loafer lifted by a stacked block heel that makes it your ultimate comfort and style companion. more

Micola Penny Loafer

Women's Saint G. Micola Penny Loafer - Brown - Loafers A classic penny keeper and burnished-leather upper distinguish a loafer lifted by a stacked block heel that makes it your ultimate comfort and style companion. more

Sonya Penny Loafer

Women's Eastland Sonya Penny Loafer - Black - Loafers There's no compromise whatsoever when it comes it looks or comfort in the Sonya penny loafer by Eastland. The polished leather upper of this slip-on loafer stays a little lifted with a charming... more

Rapallo Penny Loafer

Women's Amalfi by Rangoni Rapallo Penny Loafer - Natural - 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

Clarks(r) Torhill Platform Penny Loafer

Women's Clarks(r) Torhill Platform Penny Loafer - Brown - Loafers A wide toe box with classic moc stitching enhances the comfort of this vintage-inspired loafer in velvety suede and grounded on a chunky, ribbed sole. The lightweight Cushion footbed... more

Uptown Hybrid Penny Loafer (women) - Wide Width Available

Women's Vionic Uptown Hybrid Penny Loafer (women) - Wide Width Available - Blue - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. more

Laine Penny Loafer

Women's Me Too Laine Penny Loafer - Gray - Loafers A lightweight design with memory foam cushioning adds optimal comfort to a classic penny loafer grounded by a lug sole. more

Laine Penny Loafer

Women's Me Too Laine Penny Loafer - Red - Loafers A lightweight design with memory foam cushioning adds optimal comfort to a classic penny loafer grounded by a lug sole. more

Selipa Penny Loafer

Women's Jessica Simpson Selipa Penny Loafer - White - Loafers A stretchy collar lends optimal comfort to a polished loafer fashioned with a classic penny keep and stylish moc toe. Synthetic upper and lining/rubber sole Made in Brazil. more

Spherica Penny Loafer

Women's Geox Spherica Penny Loafer - Black - Loafers A waterproof membrane and perforated sole allow for comfort and dry stepping in this platform penny loafer shaped from smooth leather. more

Lux Pinch Penny Loafer Mule

Women's Cole Haan Lux Pinch Penny Loafer Mule - Black - Loafers Polished hardware accents the penny-keeper strap of this loafer-inspired mule resting comfortably on a triple-density foam footbed for all-day walkable comfort. 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

Uptown Hybrid Penny Loafer (women) - Wide Width Available

Women's Vionic Uptown Hybrid Penny Loafer (women) - Wide Width Available - White - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. more

Lima Penny Loafer

Women's BUENO Lima Penny Loafer - Gray - Loafers A whimsical flurry of perforations washes over this breezy leather penny loafer resting on a cushioned footbed and low stacked heel for walkable comfort. 1" heel Cushioned insole Leather upper and... more

Lima Penny Loafer

Women's BUENO Lima Penny Loafer - Black - Loafers A whimsical flurry of perforations washes over this breezy leather penny loafer resting on a cushioned footbed and low stacked heel for walkable comfort. 1" heel Cushioned insole Leather upper and... more

Clarks(r) Torhill Penny Loafer

Women's Clarks(r) Torhill Penny Loafer - White - Loafers A chunky ridged cupsole grounds this sporty-chic penny loafer crafted from supple leather and outfitted with a cushy, contoured insole for walkable comfort. more

Nice Day Penny Loafer

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

Uptown Hybrid Penny Loafer (women) - Wide Width Available

Women's Vionic Uptown Hybrid Penny Loafer (women) - Wide Width Available - Pink - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. more

Daniel Waterproof Platform Penny Loafer

Women's La Canadienne Daniel Waterproof Platform Penny Loafer - Brown - Loafers Waterproof suede elevates a luxe penny loafer lifted by a chunky platform and modest block heel. A well-cushioned footbed promises lasting comfort and ample arch support.... more

Nantucket Penny Loafer

Women's Cole Haan Nantucket Penny Loafer - White - Loafers Bring some vintage style to an everyday look with the Nantucket penny loafer from Cole Haan. The mixed media upper adds laidback flair, while the GRANDFOAM comfort footbed pads your steps.... more

Nantucket Penny Loafer

Women's Cole Haan Nantucket Penny Loafer - Black - Loafers Bring some vintage style to an everyday look with the Nantucket penny loafer from Cole Haan. The mixed media upper adds laidback flair, while the GRANDFOAM comfort footbed pads your steps.... more

Spherica Penny Loafer

Women's Geox Spherica Penny Loafer - Natural - Loafers A waterproof membrane and perforated sole allow for comfort and dry stepping in this modern penny loafer shaped from smooth suede. more

Penny Driving Loafer

Women's The Flexx Penny Driving Loafer - Gray - Loafers A flexible driving-inspired rubber sole and well-cushioned footbed bring lasting comfort to this penny loafer made of supple leather. more

Uptown Hybrid Penny Loafer (women) - Wide Width Available

Women's Vionic Uptown Hybrid Penny Loafer (women) - Wide Width Available - White - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. more

Sport Wedge Penny Loafer

Women's Wonders Sport Wedge Penny Loafer - Gray - Loafers A flexible, lightweight sole grounds a sporty wedge loafer crafted from rich leather with a breathable lining and cushioned footbed for all-day comfort. 2 1/2" heel; 3/4" platform (size 39)... 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

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

London Penny Loafer

Women's LifeStride London Penny Loafer - White - Loafers Take your shoe game to the next level with the London penny loafer from LifeStride. Enhanced using the Soft System Comfort package, this loafer features a flexible design with partially recycled... more

Nice Day Penny Loafer

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

Sonya Penny Loafer

Women's Eastland Sonya Penny Loafer - Brown - Loafers There's no compromise whatsoever when it comes it looks or comfort in the Sonya penny loafer by Eastland. The polished leather upper of this slip-on loafer stays a little lifted with a charming... more

Geneva Lug Sole Penny Loafer

Women's Cole Haan Geneva Lug Sole Penny Loafer - Blue - Loafers A lightweight EVA sole with toothy lugs grounds this fashion-forward penny loafer set on a bed of proprietary cushioning for all-day comfort. more

Annie Lug Penny Loafer

Women's BUENO Annie Lug Penny Loafer - White - Loafers Chunky lugs and zigzag trim add street-savvy charm to this leather moc-toe penny loafer bolstered by a cushy footbed for walkable comfort. 1 3/4" heel; 1" platform Cushioned footbed Leather upper... more

Lux Pinch Penny Loafer Mule

Women's Cole Haan Lux Pinch Penny Loafer Mule - Brown - Loafers Polished hardware accents the penny-keeper strap of this loafer-inspired mule resting comfortably on a triple-density foam footbed for all-day walkable comfort. more

Uptown Hybrid Penny Loafer (women) - Wide Width Available

Women's Vionic Uptown Hybrid Penny Loafer (women) - Wide Width Available - Gray - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. more