Most Comfortable Dress Shoes for Women

Dress shoes need to look professional and structured enough for your work activities whilst preventing discomfort and pain.

There are many options available to you when you need to find comfortable dress shoes for women.

These include ballet flats, stylish booties and loafers as well as classic pumps.  There are many comfortable dress shoes you can opt for which may match your unique style.

Best Comfortable Dress Shoes

Best Low-Heel Shoes

ava low heel shoe red leather

Winner: Ava Low Heel Leather Shoes

Pros:

  • Elegant kitten heel shoe.
  • Extra width and volume in the toe area.
  • Soft leather.
  • Cushioned and arch supported insole.
  • Non-slip sole.
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors.
  • Also available in suede.

Click here to check the price

Best Mid-Heel Shoes

sara mid heel suede shoe in navy

Winner: Sara Mid Heel Shoe

Pros:

  • Comfortable mid heel shoe.
  • HIdden stretch panel in the bunion area for comfort.
  • Kid leather lining.
  • Cushioned and arch supported insole.
  • Non-slip sole.
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors.
  • Also available in leather.

Click here to check the price

Best High-Heeled Shoes

selena high heel pink shoe

Winner: Selena High Heel Shoes

Pros:

  • Ultimate comfortable occasion shoe.
  • 3.5 inch heel.
  • Pointed toe with a vamp that comes high up.
  • Lamb leather upper and lining.
  • Cushioned and arch supported insole.
  • Non-slip sole.
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors.

Click here to check the price

Best Smart Shoes

emily 2 black leather high heels

Winner: Emily II Black Leather High Heels

Pros:

  • Luxuriously soft shoe.
  • Perfect for standing all day.
  • 3.5 inch heel
  • Lamb leather upper and lining
  • Cushioned and arch supported insole
  • Non-slip sole
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors

Click here to check the price

Best Smart Heeled Sandals

suki black leather heeled sandals

Winner: Suki Black Leather Heels

Pros:

  • Versatile heeled shoe
  • 3 inch block heel
  • Pointed toe with a vamp that comes high up
  • Kid leather upper and lining
  • Cushioned and arch supported insole
  • Non-slip sole
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors

Click here to check the price

Best Boots

extra wide fit leather boots black

Winner: Extra Wide Fit Boots

Pros:

  • Cushioned and arch supported insole.
  • Inside zip.
  • Leather upper kid leather lining.
  • Synthetic stretch toe lining.
  • Non-slip sole.

Click here to check the price

Best Flat Shoes

extra wide fit flat shoes tan

Winner: Extra Wide Fit Flat Shoes

Pros:

  • Hidden stretch panel in the toe box.
  • True to size.
  • Fits up to EEE toe width.
  • Cushioned and arch supported insole.
  • Leather upper.
  • Non-slip sole.

Click here to check the price

Best Smart Court Shoes

sophia black leather court shoe

Winner: Sophia Black Leather Court Shoe

Pros:

  • Perfect work shoe.
  • Classic, timeless court shoe.
  • 3 inch heel and 0.5 inch platform.
  • Kid leather upper and lining.
  • Cushioned and arch supported insole.
  • Non-slip sole.
  • Handmade in Portugal by master shoemakers
  • Available in a range of colors.

Click here to check the price

Important Features for Comfort

It's very important to prioritise comfort when browsing for shoes.

  • Look for features like padding on the front of the foot or back ankle, memory foam footbeds and inbuilt arch support.
  • Make sure there’s enough space available to wiggle the toes.
  • Before you go ahead and purchase a new pair of dress shoes, walk around the store to see how they feel.
  • If you have ordered them online, you could try them on in the morning and the night. The feet tend to swell during the day, so ensure they deliver a good fit around the clock before you decide whether to keep them or send them back.

Types of Dress Shoes

Dress shoes for work

It’s important to look as comfortable and stylish as you can when you’re dressing for work. Slides that come with minimal embellishments, classic pumps and mules with heels are popular options. If you need a neutral look, dark shades can be helpful. You can opt for something bolder when something more casual is permitted.

Dress shoes for wedding guests

Chic and comfortable shoes are great for weddings.  If you want to dance all night, opt for heels that come with an ankle strap. Chunky heels will make it easier for you to stand for long periods of time. Bright colors like green, blue and pink look great in the summer, whilst neutral tones and darker hues are great in the colder months of the year. Adding embellishments to plan heels can help you generate a special twist. If you’re worried about protecting your ankles, consider flats and kitten heels.

Related: Comfortable Mother of the Bride Wedding Shoes

Flat dress shoes

You can also jazz up your outfit with flat dress shoes. To make a flirty outfit even more exciting, opt for ballet slip-ons in pastel shades. Sleek slides can complement an office-friendly suit very well.

Related: Flat Shoes for Bunions

Dress shoes for standing all day

Being on your feet all day can be tiring and cause you a great deal of pain. However, some types of footwear can help you minimise the discomfort, and these include flat pumps, mules, low heels and brogues. Stylish slingback kitten heels can also add height and can be worn at any time of year. Block heel stilettos and comfortable flats are a great match for those that move around a lot.

Dress Heels

Simply changing your shoes can help you dress any outfit up or down. You can opt to make a powerful statement with a loud burst of color that contrasts with your outfit or simply match the shade of your outfit to the shoes. Ankle straps can help you secure your feet, whilst embellishments can deliver an extra touch of elegance. 

Related: Heels for Bunions

Dress Sandals and lace-ups

Dress sandals and lace-ups are suitable for a range of occasions including socialising with friends and indulging in some retail therapy. Stilettos with ribbons are great for formal events, and this footwear works brilliantly with summery dresses.

Related:

FAQs

What are the most comfortable women's dress shoes?

It’s very important to prioritise comfort so you can focus on the activity you’re involved in rather than your discomfort. Don’t force yourself into high heels if you’re not a big fan of them or if they cause excessive discomfort. Popular types of women’s dress shoes include mules with heels, heels with ankle straps, classic pumps and chic slides.

Related:

Which shoes look good with dresses?

Certain shoe styles work well with specific dress lengths. Strappy sandals are a good match for maxi dresses, and ankle straps and block heels work well with mini dresses. Ankle boots are frequently matched with midi skirts for good reason.  Slip-ons are ideal for those who require a more comfortable, dressed-down look.

Do your purse and shoes need to match?

Your purse and shoes can be matched to give a more streamlined look, especially if you’re wearing a bold print or bright color and need to tone it down. Shoes and purses in solid, neutral shades are frequently worn together. Just avoid having too many clashing prints and colors. 

Do your shoes need to match your dress?

If you want to wear different color accessories, you may wish to opt for shoes which match your dress. All-black outfits can work well with shoes that come in any color. If you have a brightly-colored outfit, it can be effective to opt for shoes in neutral colors such as black or white.

Conclusion

We hope you enjoyed our article on comfortable dress shoes.

If you have any questions, contact us at hello@callashoes.com or leave your questions in the comments.

Author: Jennifer Bailey
Jennifer Bailey is the founder of Calla Shoes, and has suffered from bunions for over 20 years. She specialises in footwear designed for people with foot problems, including bunions, plantar fasciitis, and swollen feet. Linkedin | Twitter

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