Women's Shoes › lifestride madison womens penny loafers

Wide Width Women's Drew Moccasin by LifeStride in Taupe (Size 7 W)

Get the polished look of a loafer with the ease of a sporty slip-on in this go-to style. Microsuede upper with a round toe, slip-on fit, and twisted strap detail. Toe box, heel counter, linings, sock foam, insole board, and outsole made with recycled... more

Women's Devyn Pump by LifeStride in Dark Chocolate (Size 10 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Navy (Size 7 1/2 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Wide Width Women's Cameo Casual Flat by LifeStride in Black Faux Leather (Size 9 W)

The epitome of sport luxe. This sporty loafer takes center stage. Fabric upper with a round toe, slip-on fit, extra cushioning around the heel, metallic link accent, and sporty white platform sole. Soft System® comfort package provides all-day support,... more

Women's Devyn Pump by LifeStride in Black (Size 9 1/2 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Wide Width Women's Cameo Casual Flat by LifeStride in Black Faux Leather (Size 7 1/2 W)

The epitome of sport luxe. This sporty loafer takes center stage. Fabric upper with a round toe, slip-on fit, extra cushioning around the heel, metallic link accent, and sporty white platform sole. Soft System® comfort package provides all-day support,... more

Women's Reza Loafer by Franco Sarto in Black (Size 6 1/2 M)

Tailored utility. This lug-soled loafer brings fashion and function to the season. Leather upper. Eco-conscious linings with soft + sustainable comfort. Slip-on fit. Round toe. Penny strap detail. Lug sole.Leather UpperSYNTHETIC LiningSynthetic... more

Wide Width Women's Cameo Casual Flat by LifeStride in Black Faux Leather (Size 10 W)

The epitome of sport luxe. This sporty loafer takes center stage. Fabric upper with a round toe, slip-on fit, extra cushioning around the heel, metallic link accent, and sporty white platform sole. Soft System® comfort package provides all-day support,... more

Born Womens Carrera Loafer Black Full Grain Leather - BR0041703 BLACK F/G

Born Womens Carrera Loafer Black Full Grain Leather - BR0041703 BLACK F/G Our lugged sole penny loafer crafted with signature B rn comfort in a multitude of colors. We ve designed the Carrera in a rustic palette of nature-inspired hues in beautiful... more

Women's Devyn Pump by LifeStride in Black (Size 9 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Black (Size 7 1/2 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Dark Chocolate (Size 9 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Black (Size 10 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Navy (Size 7 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Women's Devyn Pump by LifeStride in Dark Chocolate (Size 9 1/2 M)

A polished pump with the perfect height, youll love wearing this tailored look. Faux leather or Fabric upper with a round toe, slip-on fit, and loafer-inspired styling. Soft System® comfort package provides all-day support, flex, and cushioning.... more

Wide Width Women's Drew Moccasin by LifeStride in Taupe (Size 7 1/2 W)

Get the polished look of a loafer with the ease of a sporty slip-on in this go-to style. Microsuede upper with a round toe, slip-on fit, and twisted strap detail. Toe box, heel counter, linings, sock foam, insole board, and outsole made with recycled... more

Wide Width Women's Drew Moccasin by LifeStride in Taupe (Size 8 1/2 W)

Get the polished look of a loafer with the ease of a sporty slip-on in this go-to style. Microsuede upper with a round toe, slip-on fit, and twisted strap detail. Toe box, heel counter, linings, sock foam, insole board, and outsole made with recycled... more

Wide Width Women's Cameo Casual Flat by LifeStride in Black Faux Leather (Size 8 W)

The epitome of sport luxe. This sporty loafer takes center stage. Fabric upper with a round toe, slip-on fit, extra cushioning around the heel, metallic link accent, and sporty white platform sole. Soft System® comfort package provides all-day support,... more

Women's Sonya Penny Loafer Flat by Eastland in Black (Size 10 M)

Penny loafer slip on. Smooth, polished Leather upper offers no-fuss care. Eastland Exclusive Active Memory Foam comfort insole supports and conforms to the curves of your foot. Flexible TPR rubber outsole for great comfort, slip resistance, insulation... more

Women's Sonya Penny Loafer Flat by Eastland in Burgundy (Size 6 1/2 M)

Penny loafer slip on. Smooth, polished Leather upper offers no-fuss care. Eastland Exclusive Active Memory Foam comfort insole supports and conforms to the curves of your foot. Flexible TPR rubber outsole for great comfort, slip resistance, insulation... more

Women's Sonoma 2 Loafer by LifeStride in Black Faux Leather (Size 7 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Women's Sonoma 2 Loafer by LifeStride in Tan Faux Leather (Size 10 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Wide Width Women's Margot Loafers by LifeStride in Black (Size 9 1/2 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Wide Width Women's Margot Loafers by LifeStride in Black (Size 8 1/2 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Women's Margot Loafers by LifeStride in Black (Size 7 M)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Wide Width Women's Margot Loafers by LifeStride in Tan (Size 10 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Wide Width Women's Margot Loafers by LifeStride in Tan (Size 8 1/2 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Women's Sonoma 2 Loafer by LifeStride in Black Faux Leather (Size 6 1/2 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Wide Width Women's Sonoma 2 Loafer by LifeStride in Tan Faux Leather (Size 7 1/2 W)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Wide Width Women's Margot Loafers by LifeStride in Tan (Size 11 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Wide Width Women's Pasadena Loafer by LifeStride in Whiskey (Size 9 W)

Simply slip on this elevated heeled mule and head out in style. Faux leather upper with a softly tapered toe, slip-on fit with stretch heel strap, and burnished design. Toe box and insole board crafted with recycled materials. Soft System® comfort... more

Women's Sonoma 2 Loafer by LifeStride in Tan Faux Leather (Size 7 1/2 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Women's Sonoma 2 Loafer by LifeStride in Black Faux Leather (Size 9 1/2 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more

Wide Width Women's Zee Loafer by LifeStride in Black Black (Size 7 1/2 W)

Classic tailoring meets modern design in this sport-inspired loafer. Faux leather and patent or fabric upper with a round toe, slip-on fit, treaded sole, and loafer-inspired design. Soft System® comfort package provides all-day support, flex, and... more

Wide Width Women's Pasadena Loafer by LifeStride in Whiskey (Size 6 W)

Simply slip on this elevated heeled mule and head out in style. Faux leather upper with a softly tapered toe, slip-on fit with stretch heel strap, and burnished design. Toe box and insole board crafted with recycled materials. Soft System® comfort... more

Wide Width Women's Pasadena Loafer by LifeStride in Black (Size 8 1/2 W)

Simply slip on this elevated heeled mule and head out in style. Faux leather upper with a softly tapered toe, slip-on fit with stretch heel strap, and burnished design. Toe box and insole board crafted with recycled materials. Soft System® comfort... more

Wide Width Women's Margot Loafers by LifeStride in Black (Size 7 1/2 W)

This comfy and chic loafer will be a wardrobe staple for years to come. Faux leather upper with a round toeSlip-on fitStitched detailingSoft System comfort package provides all-day support, flex and cushioningTraction sole provides you with extra... more

Women's Sonoma 2 Loafer by LifeStride in Tan Faux Leather (Size 8 M)

Classic moc loafers with modern flair. These womens slip on shoes always look chic. Faux leather or patent upper with a round toe, slip-on fit, and strap detail. Toe box, heel counter, and linings partially crafted with recycled materials. Soft System®... more