Comfortable Women’s Dress Shoes

Our recommendations in comfortable women’s dress shoes include mid and high-heel dress shoes and dressy flats.

All shoes are ideal for both business and after-work entertaining. All women’s dress shoes offer anatomical support, incredible inner comfort and outer style.

All shoes are available in various colors and sizes and can be purchased online with free shipping and the best prices through our partner sites, Zappos and ShoeBuy.

May your work days and nights be filled with comfort!

Free Shipping on all Comfortable Women’s Dress Shoes
comfortable women's dress shoes by cole haan
Cole Haan Air Talia

Classic style meets all day comfort in this lovely pump from Cole Haan. Leather upper. Leather lining. Concealed NIKE AIR technology offers ultimate cushioning. Mini platform, 2 inch heel. Leather sole. Various colors and wide and narrow widths available.
Comfortable Women's Dress Shoes by Ros Hommerson
Ros Hommerson Cabernet

These stylish 2 1/2 inch heels get rave comfort reviews. Classically styled upper is composed of the finest leather. Cushioned footbed with forefront and heel padding to reduce stress for all-day comfort. Durable rubber outsole provides secure, sure footing with each step. Available in various classic colors.
comfortable women's dress shoes by Dansko shoes
Dansko Bett

A gorgeous low-profile dress shoe from Dansko. Full-grain leather with adjustable buckle closure for easy on/off wear and a secure fit. Cushioned footbed with additional arch support and shock absorption for the ultimate in comfort. Also in Brown.
comfortable women's dress shoes by Naot
Naot Select

A premium leather comfort Mary Jane, elegantly tailored and graced with a soft leather footbed – perfect for work or with jeans! Also in Brown and Green.
comfortable women's dress shoes
Cole Haan Air Bacara Ballet Flat

Stylish and extremely comfortable slip ons. Made with premium leather. Padded leather sole gives all day comfort. NIKE AIR technology cushions the heel. Also in Patent, Silver Metallic and Berry.
comfortable women's dress shoes by Naot
Naot Trendy

The beautiful ‘Trendy’ Pump is a great shoe for professional women who value comfort. An exquisitely comfortable vintage leather career shoe with a patent leather upper and nubuck collar. Padded insoles cushion and support the foot for all day comfort. Cute color options available.
comfortable women's dress shoes by Clarks
Clarks Sugar Dust

An ultra-comfortable career shoe by Clarks. Superior arch support and padded footbed evenly distributes your body weight to prevent stress and offer all-day support. Ortholite footbed is removable allowing the use of personal orthotics. 2 inch heel. Also in Brown and Navy. Wide and Narrow sizing available.
comfortable women's dress shoes by aravon
Aravon Maya

A comfort dress shoe classic from Aravon. A rocker sole reduces pressure on the foot, ankle, toes and metatarsals and saves energy by eliminating thousands of small compensations the foot would otherwise make in each step. Also in Black.
women's dress shoes
Naot Pleasure

Functional yet feminine mary jane is the perfect comfort career shoe. Removable bow for a versatile look. Shock-absorbing, suede-covered footbed absorbs perspiration to keep your feet dry and fresh. 2 1/4″ heel. Also in Copper. Order a size smaller for best fit.
comfortable women's dress shoes by michael kors
Michael Kors Erin

A feminine comfort Ballet Flat available in a range of cute colors will complete any outfit. Soft leather lining molds to the natural shape of the foot. Padded footbed ensures proper support and absorbs shock for all day comfort. Elasticized topline provides a secure fit.
most comfortable women’s dress shoes, most comfortable women’s high heel shoes
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The most comfortable women’s dress shoes and women’s work shoes feature some or all of the following characteristics:

Comfortable women’s dress shoes and high heels should have a firm heel counter, which cradles the heel, helps strengthen the heel cup and keeps your foot in place to help control your walking gait.

Women’s dress shoes and work shoes should have a shorter heel that measures between 3/4 and 1 1/2 inches.

Comfortable women’s dress shoes, high heels and work shoes should ideally have a wide toe box to accommodate toes without pinching or friction. People with toe problems like bunions or hammertoes will especially appreciate this feature, seen only in the most comfortable shoes.

Women’s dress shoes, heels and work shoes should have a semi-rigid or rigid shank. The shank is the narrow part of a shoe?s sole, located beneath the foot arch.

The most comfortable women’s dress shoes will have a removable inner sole. You can take out the insole to get extra room in your most comfortable women’s dress shoes or for the insertion of orthotics, or leave it in for extra support.

Comfortable women’s dress shoes will have a long vamp. The term ?vamp? refers to the upper part of a shoe that covers the front part of the foot.
The most comfortable women’s dress shoes and high heel shoes hold onto the foot, not the other way around.

Comfortable women’s dress shoes and high heel shoes should have a rubber and/or flared outsole to help you stay steady on your feet in any terrain.

The most comfortable women’s dress shoes and work shoes are often adjustable, made with elasticized materials or with closures made of Velcro? or ties that can easily be made tighter or looser to accommodate for changes in your feet (like natural swelling).

Comfortable women’s dress shoes often have a padded collar and tongue to help protect sensitive areas of the feet, reduce irritation and secure the fit of your shoes.

The most comfortable women’s dress shoes may have a plastizote foam lining that molds to the foot to reduce pressure points and provide customized comfort and protection.
Comfortable women’s dress shoes have a firm compression EVA midsole and breathable upper to help control foot moisture.

Most comfortable women’s dress shoes will often have a polyurethane rocker sole to help reduce ball-of-foot pain and absorb the foot shock that comes with each step.

Comfortable women’s work shoes, business shoes, corporate shoes, women’s high heel shoes and flight attendant shoes should in some way be constructed with the above features. This will ensure that working women have an experience of comfort and support.

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