Comfortable Dress Shoes for Women

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6 Comfortable Heels for Career and Special Occasions

Do truly comfortable heels exist? Perhaps you’re wondering this as you attempt to find a pair for an upcoming wedding or other special occasion. If you have less-than-perfect feet, but would still like to wear a pair of modest heels, you’ve come to the right place! We’ve curated a list of six stylish yet comfortable heels that won’t leave you counting the seconds until you can kick them off. Take a look…

Comfortable Heels - Pelle Moda Kyler

Pelle Moda Kyler

Comfortable Heels : Pelle Moda Kurtis

Pelle Moda Kurtis

Pelle Moda may not be billed as a comfort brand, but they design comfortable heels that get rave reviews. Our favorite styles include the Kyler 2″ wedge with stretch mesh ankle strap for a secure fit. The Kyler features a roomier toe box than most dress heels provide. We also recommend a the Pelle Moda Kurtis, which is the same shoe as the Kyler, but with a buckle strap. See the whole Pelle Moda collection of comfortable heels at Zapposย and Nordstrom.

CC Corso Como Denice

You may be wondering why we’d recommend a heel with a pointed toe. Surprisingly this particular style by CC Corso Como continues to gain more and more positive reviews from Nordstrom customers (and it’s available in extended sizes and wide widths):

Comfortable Heels -- Corso Como Denice

CC Corso Como Denice

These shoes are very stylish and surprisingly comfortable on my achy feet. This brand adds lots of cushioning which helps tremendously.

I know heels are a “no-no” when you’re pregnant, but I needed to slip these on for a few special occasions while I was around 8 months pregnant. I also knew I would be wearing them post-pregnancy. My feet are long and skinny (size 12 narrow normally), and these shoes are wonderful! Oftentimes my heels slip out of shoes, but the strap in the middle helps these stay on. Even though pregnancy has caused my feet to swell, I still needed the strap in the middle to help keep my foot stable in the shoe. The height isn’t too high but gives a nice lift. They appear to be well-made. While I wouldn’t want to walk on my feet for hours and hours in them, pregnant or not, they are great for occasional standing if you have an office job or need something dressy to wear to church or a party.

I’m really happy with these truly my favorite shoe – CC are extremely comfortable, and for those of us who have problems keeping on a regular pump without a back strap, these do the trick while more stylish than the standard back strap! Heel height is perfect as well! I typically wear an 8 and while these will work, they seem to run a bit long – you may want to drop down 1/2 size. I bought them in black and grey suede!

The Denice by Corso Como runs large–order down a half size for best fit. Available in sizes 5-13, medium and wide widths for $65-129 from Nordstrom, Zappos, Amazon.

Comfortable heels - Eileen Fisher Kiss Knit

Eileen Fisher Kiss Knit Pump

Eileen Fisher has cornered the market in dress-casual footwear that’s all-day comfortable. We love the kew Kiss Knit pump (like Rothy’s with a heel) with its slightly stretchy upper with elasticized topline, memory foam footbed and modest 2-inch heel. A Nordstrom customer had this to say about her new pumps by Eileen Fisher:

The shoe I have been looking for! The styling is both contemporary and classic and they are super comfortable. This black pump goes with everything. It’s is amazingly comfortable; I walk a lot during the day and these pumps maintain comfort throughout.

Find the Eileen Fisher Kiss Knit Pump in sizes 5-10 (order up a half-size for best fit) for $185 from Zappos, and Nordstrom.

Evolve Robin

Evolve Crystal

Evolve footwear is a division of Easy Spirit specializing in modern, fashion-forward shoes with dual-layer cushioning and a foot-friendly fit.

Our two favorite comfortable heels by Evolve are the Robin block-heel pump and Crystal ankle-strap pump. Both receive many 5-star reviews for all-day comfort. Available in sizes 6-11, medium and wide widths for $75-99 from Zappos and Nordstrom,

About the Author

Blogger, Wife, Mom, Dog-Lover, Coffee Drinker, Owl Watcher.

8 Responses to 6 Comfortable Heels for Career and Special Occasions

  1. Mary McCoy says:

    First off, I love your blog. Thanks! I was wondering if you have ever worn Dromedaris shoes? I love the look of them, but have never tried them on and have never seen them in a store. I have Morton’s neuroma and was just wondering if they would be comfortable for me. They look comfortable, but you never know. Also, if you have tried Dromedaris shoes, where do you get them? Thanks!


    • Kirsten says:

      Hi Mary,

      I do have a pair of Dromedaris boots from, but I don’t have any of their sandals. I know a shoe store near me carries a few styles. Here’s their store locater to see if there’s a retailer near you: I think has the best selection online and although they no longer offer free returns, they do free exchanges. Their toe boxes are fairly roomy so I think they’d be good for MN.

  2. Pingback: Lovely Links 4/29/16 - Already Pretty | Where style meets body image

  3. Jen says:

    I recently got the Clarks Okena Sass heels, and can recommend them highly. The cushioning makes them more comfortable than some flats I’ve owned.

  4. rosee says:

    My favorite heels:

    Gentle Soles Logan – retro 40s wedge
    Cushioned footbed (I think flax seeds are used), soft leathers, manageable wedge heel, ankle strap for extra support. ๐Ÿ™‚
    in limited sizes
    in limited sizes

  5. Marijana says:

    Hello from the other side of the Atlantic ๐Ÿ™‚

    I am searching for a BD present for my bestie, who struggles with her bunions.. Europe doesn’t have a lot to offer (except UK maybe..) but I am definitely thinking about ordering a pair overseas.

    Your site helped me a lot, so please keep on the great work, cause the dogs are barking here too ๐Ÿ˜‰

    For this occasion, I really need nice dress shoes, high heel, maybe patent.. we are musicians, and on the stage few times a week. So, this brand crossed my browsing, maybe you mentioned it somewhere already, if not, hope to be helpful.. The prices are aaarrrrrr, but they really look worth it. No retailers, just thru their website.
    If somebody has experience with those, please post.

    Woof – woof ๐Ÿ™‚

  6. Caroline Coward says:

    I just bought a pair of Rockport Cobb Hill Taylors, and I love them. They keep my ankles stable, they have a great arch support, and the heels are cushioned rubber, not stacked wood, so they are easier on my spine. I took them dancing and they helped me last for hours. Well worth the $100.

  7. Fahad Zahid says:

    It’s my wife’s Birthday next week and I was planning to gift her some very nice and good looking pair or Heels, I was surfing the internet and saw several blogs but was having a hard time deciding what could be best for her. I was looking for Normal Heel Shoes which are comfortable and but not more than 2″ of heel’s height and should be slip resistant as she works in a place with a slippery floor. can you suggest me any?

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