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!

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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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Comfortable Men’s Dress Shoes

Comfortable Men’s Dress Shoes – Our Top Picks!

Our top picks in comfortable men’s dress and business shoes. Our recommendations include lace-up oxfords as well as comfort slip-ons.

All shoes are ideal for the office or business environment as well as after work entertaining and everyday wear. Each brand of shoe offers both incredible inner anatomical comfort and outer style and are available in various colors and sizes.

All recommended shoes can be purchased online with free shipping through Zappos shoes. All links will open in a new browser window.

May your work day be filled with comfort!

Free Shipping on all Men’s Dress Shoes!

Comfortable men's dress shoes by Cole Haan
Cole Haan Air Madison Wing Oxford

Elevate your style with these outstanding Cole Haan dress shoes. Built with concealed Nike Air technology soles for superior comfort. Supple calf skin leather uppers. Also available in Black and Tan, and wide sizing.
Comfortable men's dress shoes by Allen Edmonds
Allen Edmonds Park Avenue

Experience true style and luxurious comfort with this hand-stitched dress shoe from renowned men’s footwear brand Allen Edmonds. A sleek and sophisticated exterior is made with premium leather. Lightly padded footbed offers contoured support and comfort all day long. Lifetime guarantee. Also in Grey.
Comfortable men's dress shoes by Ecco
Ecco Birmingham

Elegant lace-up dress shoe needs no ornamentation other than its polished European calfskin upper. Padded footbed offers added support and all day comfort. Luxury on your feet.
Comfortable men's dress shoes by Clarks
Clarks Un.Olaf

Classic lace-up comfort oxfords. Smooth leather linings wick away moisture to keep your feet cool and dry. Padded footbed offers continuous cushioning and support for all day wear. Also in Black and wide sizes.
Men's dress shoes
Allen-Edmonds Walden

Exquisite handsewn leather penny loafer from Allen Edmonds. Full leather linings mold to your feet for all day comfort. Also in Burgundy. Wide widths available.
Men's dress shoes by Cole Haan
Cole Haan Air Madison Cap Oxford

Rich calf leather upper offers lightweight, breathable wear and immediate comfort. Unique Cole Haan footbed and outsole offers flexibility and Nike Air Technology shock absorption to protect the knees, hips, and back. Combine comfort with a prestigious and professional look to your wardrobe. Also available in Black and Burgundy.
comfortable men's dress shoes
Frye Otis Penny Loafer

Handcrafted in USA from premium leather. Full-leather lining offers breathability for a healthy environment for your feet. Leather-covered padded insole with comfort heel insert provides enhanced cushioning. Also in Brown.
Men's dress shoes
Rockport Northfield

A shoe that suits both the office and long hours in the field, walking on concrete floors or hard surfaces. The cushion sole and rugged outsole provide the ideal blend of comfort and practicality. Also in Brown and Nubuck. Wide sizing available.
Men's Dress Shoes
Mephisto Marlon

An incredibly luxurious and soft comfort dress shoe with leather uppers and inners. Lightly padded footbed offers all day comfort. These are the world’s most comfortable men’s dress shoes! Also in Black and Hazelnut. These shoes earn rave reviews for comfort.
Men's Dress shoes
Rockport Margin

Durable, comfortable, and eminently practical dress shoe. Strong but flexible construction for long wear. Leather-lined padded collar and tongue. Available in wide sizes.

Most Comfortable Men’s Dress Shoes, Most Comfortable Men’s Business Shoes
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What are the Most Comfortable Shoes Brands?

The Best Comfortable Shoes Brands

Not all shoes are created equal. Comfortable shoes that are anatomically correct and supportive are a special breed. Manufacturers of comfortable shoes have spent time understanding the anatomy of the human foot and creating products that support the body’s most basic foundation in standing, walking and running.
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Common Foot Ailments – What Are Your Feet Telling You?

Healthy Feet and Foot Ailments - how to increase foot health.Paying attention to adequate foot health is vital to maintaining your precious body’s overall wellness. Listen carefully, your feet may be attempting to tell you something. When our feet hurt, or develop problems, it’s their way of sending us a message about our lifestyle choices. It’s important to pay close attention to our feet; they are constantly working to give us clues about our health. Here’s some helpful advice if you are experiencing any of the following foot problems:
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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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Walk a mile in comfort and style!

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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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