10 Reader Favorites: Most Comfortable Pumps, Wedges, Flats, and Loafers

Thank you, wonderful readers, for sharing your favorite pairs of comfortable dress shoes! Here are 10 of your favorites, including pumps, wedges, flats, and loafers. Keep the ideas coming our way here!

1) AK Anne Klein Women’s Fabulist Leather Dress Pump

These low ankle-strap heels are super comfortable and versatile for work or for dancing. The black and neutral colors are made of soft leather and perfect for all-day wear at the office. Prices range from $50-80.

Anne Klein Fabulist Pump

2) Rose Petals Women’s Lissa Dress Pump

If you don’t usually wear high heels but need a pair for a special occasion that are actually bearable for hours at a time, these Rose Petals pumps by Walking Cradles are worth a try. They are as comfortable as you can get for this style of shoe. Prices range from $50-130.

Rose Petals Lissa Pump

  3) Walking Cradles Women’s Caliente

 For those looking for a lower heel, these are cute and comfortable without rubbing the back of your heel. The straps are comfortable and keep the shoe firmly in place so you don’t have to worry about the shoes slipping off. The closed-toe shoe box also makes it a little more formal than a sandal. Prices range from $50-120.
Walking Cradles Caliente

4) Soft Style Women’s Angel II Pump

 If you’re looking for a simple and professional shoe with a very low heel, these are very affordable and come in a ton of colors. Prices range from $25-60.
Soft Style Angel Pump


5) Franco Sarto Women’s Bocca Loafer

These are a classic, high quality leather loafer with a low heel height and a traditional style. They’re a reliable professional shoe for the office in either the black matte or black patent colors. Prices range from $35-80.

Franco Sarto Bocca Loafer

6) White Mountain Women’s Moondance Ballet Flat

These flats offer a comfortable and classy design that’s perfect for the office or the weekend. They are very affordable so you can buy multiple colors and enjoy the memory foam insoles all day long. Prices range from $20-30.

White Mountain Moondance Flats

7) DREAM PAIRS ARPEL/BERRY Women’s Formal Evening Shoes

If you need a low heel for a special occasion like a wedding, these sparkly evening shoes are both comfortable and affordable. If you need a last minute purchase, check out Dream Pairs. Prices range from $25-35.

Dream Pairs Formal Evening Shoes

8) LifeStride Women’s Kalea Dress Pump

These LifeStride pumps are classy, comfortable, and perfect for office or evening wear. These shoes don’t require any breaking in and include signature LifeStride cushioning, but the straps are not adjustable so these aren’t for skinny feet. Prices range from $30-45.

LifeStride Kalea Pumps

9) Kenneth Cole REACTION Women’s Great Gal Wedge Sandal

This low-heel cork wedge is a great alternative to heels in the warmer months. They’re affordable and can be dressed up or down depending on your outfit. Prices range from $20-85.

Kenneth Cole Great Gal Wedge

10) Aerosoles Women’s Day Strole Boot

These fashionable ankle boots are actually comfortable and well-fitting for this heel height. Like most Aerosoles, they are durable and long-lasting while pairing just as well with professional outfits as with jeans. Prices range from $45-90.

Aerosoles Day Strole Boot

Want more ideas for the most comfortable dress shoes on the planet? Check out our list of Top 50 Most Comfortable & Stylish Dress Shoe Brands here!

Taos: Wedges for Bunions

We are often asked for recommendations for heels you can wear despite having bunions, so we’ll be highlighting some of these brands over the next few posts.

Today we’re highlighting the Carousel wedge sandals from Taos Footwear for ladies who would like a little height and a little style without losing support and cushioning in the footbed.

Taos Carousel

Taos makes a few different varieties of wedges, so if these heels are too tall for you (about 2.5 inches), there are lower heeled wedges available too.

The Carousels are quite comfortable for a 2.5 inch heel. Both of the forefoot and instep straps are fairly wide and attached with velcro closures, so you can adjust the fit to your foot. If you have wider feet and have trouble finding sandals that fit, these could be worth a try.

The footbed is lined with suede and the leather lining is quite soft, so it doesn’t rub your skin anywhere. The sole is made of cork, so the shoe is fairly lightweight, not bulky. The arch support is sufficient, though a heel of this height is not made for heavy walking.

These shoes aren’t particularly formal but they do help to upgrade an otherwise casual outfit with a bit of style.

Taos Footwear is a named after the city of Taos, New Mexico, and the brand reflects the city’s casual lifestyle and focus on nature.

Looking 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.

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.

Josef Seibel: Low Heels for Bunions and Wide Feet

We are often asked for recommendations for comfortable heels you can wear despite having bunions or wide feet, so we’ll be highlighting some of these brands in a series of posts.

Today we’d like to highlight the Josef Seibel Cara, a low heel Mary Jane with a padded footbed and a wide toebox.

Josef Seibel Cara

The Cara comes with a hook and loop Mary Jane strap that lets you adjust the fit of the shoe while relieving the need to curl your toes to keep a lose heel on while you’re walking. One of the huge benefits of the Mary Jane style is that you can actually relax your feet while walking without having to worry about your heels accidentally slipping off. Many women underestimate the toll that this tension takes on their feet.

For those with bunions, you will love the wide toe box and notice the comfortable cushioning right out of the box. If you have narrow feet, these may actually be too wide for you, so make sure they are returnable if you decide to try them out.

These are probably most similar to the Munro and Born brands. If you are a fan of well cushioned, comfortable shoes with a reasonable heel height and wider sizing, these might be a good investment. These are a good compromise between flats and a high heel without going as far as an orthotic.

The leather is surprisingly pliable and soft, which is rare for a leather heel but much appreciated. If you are on your feet all day and tend to experience swelling, this leather is at least somewhat flexible.

Have a favorite, bunion-friendly pair of heels? Share it with us here!

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.


Clarks: Low Heels for Bunions

We are often asked for recommendations for heels you can wear despite having bunions, so we’ll be highlighting some of these brands over the next few posts.

One of our favorite shoes for bunion comfort, especially in colder weather, is the Emslie Warren Slip On Loafer from Clarks.

Clarks Emslie Warren

The low, chunky heel adds a feminine style to the well-cushioned, OrthoLite footbed while still providing soft shock absorption in each step.

These loafers look somewhat like ankle boots and are a great alternative to boots since they come in wide sizes. They should feel roomy to most people, and the sizes may actually run a little larger than you’re used to, so try regular before you try wide.

The smooth black leather and button accents make them a perfect compliment to professional office outfits or casual outfits with jeans, especially if you want a heel that is not too high.

If you’re looking for comfortable, low heels you can wear in the winter, this is a great option for those with bunions.

Have a favorite, bunion-friendly pair of heels? Share it with us here!

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.


La Canadienne: Snow Boots Can Be Beautiful

Thanks to Carolyn M. from Kansas City for recommending La Canadienne boots!

I have searched long and hard to find snow boots that are weather-proof, comfortable for walking, and most importantly, beautiful and stylish. It’s so difficult to find boots with the right proportions that are sleek, not clunky, and actually practical for every day wear.

La Canadienne makes lovely, slimming boots that actually keep your feet warm and dry in rain and snow while truly enhancing your outfit, whether at the office or at the upscale dinner you’re attending after work. They are high quality boots and can be worn with casual or formal outfits.

La Canadienne

With all boots, it’s hard to find a fit that is perfect for your calves – they can be too narrow or too wide – so that will depend on your personal situation. These boots look more fitted than most, so if you need a wide fit, these may not work for you. If you struggle to find boots that fit like a glove, you have to try on a pair of these.

If you want heels that are actually walkable, waterproof, and attractive, La Canadiennes are an investment to consider.

These may be the most comfortable heeled boots you can find. You can spend all day in the ankle boots or the taller boots. Sure, they are expensive, but the raving reviews will speak for themselves and they do periodically go on sale.

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

Holiday Party: Anne Klein Sport Pumps

It’s that time of year when you need versatile, comfortable heels that look fabulous in the office or at the evening holiday party.

For times like this, I always lean on the Anne Klein Sport line for stylish, flexible pumps that I can wear all day long.  They are reasonably priced but look expensive and come in high quality fabric or leather material. These are perfect for so many outfits without exceeding your budget.

The Anne Klein iFlex line is known for flexible, lightweight soles that are much more comfortable to wear than stiff heels. I notice there is a little more room in the toe box too. 

As always, comfort is relative. If you’re going to wear high heels, these are a relatively comfortable, affordable, and attractive option.

Have a recommendation for comfortable holiday party dress shoes? Share your favorites with us here!


Anne Klein

Everlane: Pointed Leather Flats


Today’s spotlight is on Everlane, a relatively new brand that makes beautiful, high quality, hand-polished Italian leather shoes. These modern pointy flats are sensible but stylish, casual but sophisticated – they are exactly what you would picture on a celebrity running errands on the weekend.

And, in fact, they are exactly what Angelina Jolie wore while traveling through LAX, as reported in Vogue.

Let’s talk about comfort. These are designer flats, not orthopedic flats, so they are not going to be the most well-cushioned shoes you’ve ever worn. They might take some breaking in. They are modern and pointy flats, so if you want a roomy toe box, these are not for you. If you have wide feet, these are probably not for you.

But if you want a beautiful, super-chic, Italian leather shoe, these are highly versatile and relatively comfortable for the designer category.

Everlane is a “radically transparent” clothing and shoe company based in San Francisco that attempts to source all of its materials and labor ethically.  That means you can get a glimpse into its factories around the world where your shoes are actually being made. They even reveal their true costs of manufacturing the shoe (labor, materials, transportation, duties, etc) so you can see their profit margin. If you care about ethical sourcing and manufacturing, check it out.

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

Michael Kors: Secret Designer Comfort

For those who can’t bear to sacrifice designer style for comfort, there’s always Michael Kors, a well-known designer brand that makes relatively comfortable heels and flats while preserving that high fashion you love.

Feedback from readers tells us that most comfortable dress shoes just aren’t stylish enough for them. Brands like Michael Kors and Stuart Weitzman, although a little pricier, may be your answer. They clearly try to make their shoes more flexible and wearable without explicitly advertising it. Of course, no designer brand will ever admit to prioritizing comfort in any way! But now you know the secret.

Michael Kors is targeting busy, fashionable women who want to look good but need practical shoes to get through the day. They make low, mid, and high heel options so you can choose a lower heel if that’s easier on your feet, but you still get that classy, feminine style. They also make fairly comfortable flats, sandals, and wedges that will deliver that luxurious look without leaving you in pain at the end of the day. You can always supplement them with Moleskin tape and padding on any spots that are rubbing or irritating your feet.

Michael Kors