Comfortable Women’s Casual Shoes

Our top picks in comfortable women’s casual shoes. Every shoe has been chosen for its combination of foot cushioning support, all-day comfort and durable style. Many of these shoes can be dressed up or down depending on the occasion. Ideal travel shoes or for long errand days. All shoes are available in a variety of colors and sizes.

All Casual shoes can be purchased online with free shipping through our recommended suppliers, Zappos and Shoebuy.

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Dansko Cabrio Clog

Dansko’s flagship classic for all-day comfort, support and unmistakable style. High quality leather upper follows the natural contours of the foot. Your heel should lift up and down with every step, so if you are a half-size you may be more comfortable sizing up to the next full size. Also available in Black and Cordovan.

Frye Carson Ballet

A sophisticated ballet flat from Frye offered in an array of rich colors in a luscious patina. Cushioned leather insole. Stylish and playful. 35 colors and textures to choose from. These get rave reviews!
comfortable Women's casual shoes by Keen
Keen Toyah Mary Janes

Experience footwear euphoria with the Keen Toyah Mary Jane. Waterproof full grain leather upper. Padded heel collar and footbed offer extreme comfort! Also in Black.
Comfortable shoes
Finn Comfort Soho

The Soho lace-up offers refined style and unsurpassed handcrafted quality. Anatomical heel cup cradles and supports the foot while increasing stability. Anatomical footbed provides flexibility and maximum shock absorption. An all-day comfort shoe available in a range of colors.
Women's casual shoes
Naot Dream Clog

Perfect your fall look with these sleek comfort slip-ons from Naot. Smooth or patent leather uppers offer long-lasting wear with no break-in required. Shock-absorbing footbed. Also in Brown.
Comfortable Women's casual shoes
Naot Matai

Unbelievable comfort! The perfect Mary Jane walking shoe for daily errands. Padded footbed provides arch support and cushioning for all day comfort. Comes in cute colors.
Comfortable women's shoes by Wolky
Wolky Passion

A chic comfort suede shoe by Wolky. Supple leather upper with a hook-and-loop closure for easy on-and-off wear. Suede lining and padded comfort footbed. Polyurethane outsole adds durability and traction. Amazing arch support evenly distributes your body weight to prevent stress on your feet. More colors available.

Clarks Un.Loop

This comfort gem is designed to match any occasion. Ergonomic footbed with anatomic arch support and shock-absorbing cushioning. A great travel shoe. Available in several colors.
Comfortable josef seibel caspian sneakers
Joseph Seibel Caspian

This super comfortable Euro-chic sneaker features a supple, soft full grain leather upper. Smooth leather lining wicks moisture away to give you a healthy foot environment. Removable cushioned footbed offers all-day comfort and support. Comes in several cute colors.
Comfortable Women's casual shoes by Rieker
Rieker Celia 51

Your feet will fall in love with this adorably comfortable Celia slip on. Side goring guarantees effortless on/off wear and a customized fit every time. Comfort footbed molds to your feet. Synthetic sole offers traction and long lasting durability. Comes in 4 cute colors.

Most Comfortable Women’s Casual Shoes,
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Comfortable Women’s Wide Calf Boots

Our top picks in women’s wide-calf boots. All of our recommendations provide anatomical comfort, and street smart style. Each wide calf boot is made with quality workmanship that will give years of comfort and durable wear.

All wide calf boots are available in a variety of colors and sizes and can be purchased online with free shipping through Zappos shoes. Just click on the text link below each boot image. Each link will open a new browser window.

Ugg wide calf boots
Fitzwell Nahoko

Wedge boot with a relaxed comfortable feel. Calf skin upper. Zipper closure down the instep side. Gel insoles in the heel. Durable man-made outsole with tread on the forefoot. 16 1/4 inch circumference, 2 3/4 inch heel. Also available in Black.
wide calf boots
Sudini Sierra

Inspired by the riding boot with a custom calf that adjusts to your leg. Genuine leather upper with a waterproof, breathable membrane protects you from the elements. Inside zipper supplies easy on/off. Cushioned insole creates all day comfort.15 inch shaft. 15 inch circumference. 1 inch heel. Comes in various widths.
Women's wide calf boots
Sudini Gladys

Stylish, premium leather upper with 3 side buckles that adjust for a customized fitted calf. Features full inside zipper for convenient entry with easy on/off. Generously padded footbed ensures comfort with every step. 15.5 inch circumference. 1 1/2 inch heel. Wide width available. Also in Chocolate Brown.
wide calf boots
Santana Diana

Quality workmanship, superb fit and excellent comfort in this tall boot. Waterproof leather uppers. 16 inch shaft with a 17 inch wide calf. Side zipper for an easy on/off.
wide calf boots
Santana Vermont

17.5 inch wide circumference. A classic tall wide calf boot, genuine wool lining will keep your feet nice and warm. Skid resistant soles. Order a half size larger. Also in wide width.
wide calf boots
Ros Hommerson Corral

For all day comfort, Corral is a top choice this season. Soft calf leather uppers are breathable and mold to your feet. Side zipper and gored panels for easy on/off wear. Lightly padded footbed for cushioning with each step. Rubber outsole for traction and grip. 1 1/4″ heel. 15 3/4″ circumference.
Wide calf boots
Sudini Custom

Style and comfort combined! Genuine leather upper with a waterproof, breathable membrane protecting you from the elements. Back stretch goring provides a Custom Calf fit. Inside zipper supplies easy on/off. Cushioned insole creates all day comfort. 2 1/4″ heel. 14″ shaft. 14″ – 16″ circumference. Also in Black and wide widths.
wide claf boots
Sudini Scout

A beautiful sleek wide calf leather dress boot. The high-shaft calf circumference is 15 inches. Genuine calf leather upper. Padded, removable cushion insole for added comfort. A flexible sole provides for easy walking. 1.5 inch heel. A luxurious boot!
wide calf boots
Fitzwell Sharona

A beautiful mix of style and comfort. Leather uppers, Gel insoles in the heel and forefoot absorb shock. 17 inch wide calf circumference. 1.5 inch heel.
wide calf boots
Fitzwell Felicita

Sleek, wide-calf dressy boots that suit both work and leisure. Plus size shaft is 16 inch circumference. Gel insole gives added comfort and support. 2 3/4 inch heel. Also in brown.
Comfortable Women’s Wide Calf Boots and Extra Wide Calf Boots
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Women’s wide calf boots and wide width boots are a solution for women with wide calves. Many of the world’s best shoe and boot manufacturers are now making wide calf boots for women. Wide calf boots come in various styles including knee high, slip-on, zipper and elegant dress styles. Women’s wide calf boots and wide width boots can be purchased online for access to the widest selections. Most comfortable shoes offer you the best range in women’s wide calf boots, women’s wide width boots and extra wide calf boots.