Reader Favorites: 10 Most Comfortable Leather Dress Pumps for Work

Thank you to our readers for sharing your favorite comfortable dress pumps for work! We are always looking for stylish heels that will be comfortable at the office. If you have more ideas, send them over to us here! We’ll keep collecting and sharing the most comfortable dress shoes we can find.

1) Clarks Women’s Brier Dolly Dress Pump

Clarks are a beloved comfort brand, and these Brier Dolly pumps are one of their best and most affordable heels for professional or evening wear. The platform under the toe box elevates the ball of your foot so the heel is not as high as it looks, which helps to keep you comfortable for longer.  There’s a small cushion on the back of the heel to prevent rubbing, which is perfect because that’s where I usually have to place adhesive padding on my heels. Prices range from $40-70.

Clarks Brier Dolly Pumps

2) Aerosoles Women’s Shore Thing Dress Pump

These Aerosole Shore Thing pumps are classic and elegant, whether you are wearing them to business meetings and interviews or to church. There’s enough of a heel for it to look stylish and feminine, but it’s not high enough to cause too much pain over a day of wear. It’s also an affordable shoe to add to your heel collection. Prices range from $40-70.

Aerosoles Shore Thing Pump

3) Naturalizer Women’s Okira Dress Pump

The Okira Dress Pumps are a unique look from Naturalizer and a stylish departure from typical office pumps. They are closed-toe for more formal or office settings but also have a feminine strap feature that looks beautiful for an evening event and helps the shoes stay on your feet with no effort. The adjustable buckle makes it easy to adjust the straps to fit your feet. Prices range from $40-80.

Naturalizer Okira Pump

4) Walking Cradles Women’s Race Dress Pump

The Race Dress Pumps from Walking Cradles are a rare pair of heels that are both stylish and comfortable for those with wider feet. The elegant profile of the shoe disguises the roominess of the toe box, which might be a good fit for those with bunions. The low heel is also a manageable height, and the price makes them an affordable addition to your dress shoe collection. Prices range from $45-60.

Walking Cradles Race Pump

5) Mephisto Women’s Mila GT Dress Pump

These Mephisto Mila GT Dress Pumps are certainly an investment, but readers love the stretchy cloth material that conforms perfectly to your feet. What a unique pair of pumps! They are perhaps the most secure fitting heels you can find that also prioritize comfort and feature a nice low heel. The waterproof material also comes in handy in the winter. Prices range from $280-300.

mephisto mila dress pump
Mephisto Mila GT Pump

6) Anne Klein AK Sport Women’s Yavari Dress Pump

Anne Klein Sport makes these beautiful Yavari slingback heels that look fantastic at work or at the theater. The medium height heel is low enough to be comfortable all day and high enough to add flair to your outfit. I love the look of the pointy toe, and it’s a great closed-toe shoe to wear to more professional or formal occasions. Prices range from $35-60.

anne klein yavari
Anne Klein Sport Yavari Pump

7) Walking Cradles Women’s Matisse Pump

Walking Cradles has again made the list due to their wonderful balance of comfort and style. For a medium height heel (2.75 inches), these are surprisingly comfortable to wear to the office all day. Readers can’t stop telling us about the beautiful look of this shoe and how many compliments they get while wearing it. Prices range from $40-80.

Walking Cradles Matisse Pump

8) Sofft Women’s Tansy

Sofft is well known for the thick cushioning they put into the sole of every shoe, but they aren’t always known for style. The Tansy pumps are a welcome departure from their typical shoe, with a lovely pointy cap toe and heel combination. I wish they made more styles like this because the cushioned footbed really does feel like you are walking on a yoga mat. Prices range from $50-80.

sofft tansy
Sofft Women’s Tansy

9) Vionic Women’s, Josie Low Heel Pumps

These lovely kitten heels from Vionic are comfortable and classy. For those looking for just a touch of a heel and high quality materials, these Josie Low Heel Pumps are a great option. The heel is well cushioned, and they are one of the most attractive dress shoes from the Vionic comfort brand. Prices range from $120-140.

vionic josie
Vionic Josie Low Heel Pumps

10) Cole Haan Women’s Juliana 75 Dress Pump

Cole Haan is known more for style than for comfort, but these are still surprisingly comfortable for 3 inch heels. They are a beautiful and very professional looking pump for the office, but they’re also a perfect complement to any dress style. Whether you are going to a wedding or to a cocktail party, you can be confident that these will make your outfit shine. Prices range from $70-150.

Cole Haan Juliana Pump

Searching for the most comfortable women’s shoe brands that are stylish and affordable? Check out our list of Top 50 Comfortable Dress Shoe Brands and Top 50 Comfortable Walking Shoe Brands.