Comfortable Dress Shoes for Women

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6 Career Shoes Work Overtime to Achieve Comfort For You

Working from home allows me flexibility in certain areas of my life. I eat when I want, throw a load of laundry in mid-day if needed, and sneak Halloween candy from my son’s stash while he’s at school.  The best perk? Wearing Birkenstocks with socks and getting away with it–the dog just doesn’t care. However, some days I dream of dressing in business attire: pencil skirt, smart jacket and classy career shoes. The closest I get to bonafide business attire is when I sub at my son’s school, and even then, casual shoes suffice. For professionals working in environments where Dansko clogs won’t cut it, this post is for you!

Comfortable Career Shoes: Taos Debut

Taos Debut

If you’re tired of pumps that pinch your toes and rub at the heel, look no further than the Taos Debut. Taos has perfected the low-heel pump by adding extra toe room, a cushioned collar (around back of heel/ankle), and a removable footbed with arch and metatarsal support. Available in five colors from neutrals to brights and metallics, sizes 6-11 from, Amazon, Zappos, and The Walking Company.

Comfortable Career Shoes: Dansko Lisanne

Dansko Lisanne

You read correctly, these chic career shoes are Danskos. The Lisanne is a brand new style and we’re wishing this cap-toe cutie well. A removable memory foam footbed may accommodate an orthotic and the hidden one-inch wedge provides just a bit of lift for feet that suffer from plantar fasciitis. Available in euro sizes 36-42 from, The Walking Company, Amazon, and Worried about heel slippage? See the very similar mary jane version, Linette.

Comfortable Career Shoes: Munro Ramsey

Munro Ramsey

Not only does a heeled oxford present a polished look, it can actually provide more comfort than a traditional pump–and the Munro Ramsey is no exception. Walk confidently in a two-inch block heel with a shock-absorbing rubber outsole while a steel shank provides stability and support. Do you wear orthotics? The Ramsey’s footbed is removable and should accommodate an insole or orthotic. Available in sizes 4-12 and four widths from Nordstrom, Zappos, and

Comfortable Career Shoes: Anne Klein Happy

Anne Klein Happy

Festive office shoes anyone? With the holidays right around the corner, you can start celebrating now in these happy block-heel pumps by Anne Klein. A rounded toe, cushioned footbed and 1.5″ heel offer all-day comfort. Available in a variety of colors and patterns, whole and half sizes 5-11 (even a 10.5), from Zappos, and Amazon,

Comfortable Career Shoes: Ecco Shape 55 Shootie

Ecco Shape 55 Plateau Shootie

Career shoes don’t need to be boring. The Ecco Shape 55 Plateau is proof. We love the modern topline, sculpted 2.2″ heel, shapely almond toe and gorgeous bordeaux textile upper. An anatomically contoured shank and footbed provide support. Online reviews are positive for comfort and style. An Amazon customer raves:

Love these! They are amazingly comfortable. I am very picky about shoes because I have sensitive feet. The first day I wore them, I wore them all day to work and then out to dinner and a show. I didn’t have to break out the backup shoes I keep in my office. They look great with a skirt and black tights.

The Ecco Shape 55 Plateau shootie does run a little narrow. Available in four colors, euro sizes 35-42 from Zappos,, The Walking Company, and Nordstrom.

Comfortable Career Shoes: Alegria Holli

Alegria Holli

Comfortable Career Shoes: Alegria Holli

Alegria Holli

Part of Alegria’s new Dream Fit™ collection, the Holli heel is made for problem feet. A soft and stretchy neoprene panel comforts bunions and hammertoes while a removable cork, latex and memory foam footbed supports and cushions achy feet. A slip-resistant outsole ensures excellent traction. Find the Alegria Holli in euro sizes 35-42 at Zappos, Amazon,, and

For more office-appropriate footwear ideas, check out our “comfortable heels” category.

What are your favorite go-to career shoes? We’d love to hear from you!

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2 Responses to 6 Career Shoes Work Overtime to Achieve Comfort For You

  1. Laurie says:

    Just tried on my first pair of Fly london and am so bummed that there is no arch support!! I’m wondering if I️ need to wear them before I️ complain about comfort. I️ did order a pair of a earthies and can’t wait to try them. My current favorite, most comfy and stylish pair are from Vionic. Everything I️ try is compared to them! They have the best arg support and comfort I’ve found.

    • LaQutia says:

      Wear them !!! I have the same issue with my arch and although there is no arch support they support your heel which in turn helps your arch. I have plantar fasciitis in my left foot… so um pretty picky about shoes! Fly London is awesome!!!!

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