These podiatrist-approved, top-rated picks are comfortable to wear at work, weddings, and everywhere else in between.
Every item on this page was chosen by a Woman's Day editor. We may earn commission on some of the items you choose to buy. Flat Sandals
You only need to have one bad experience wearing heels to know they can make or break your day (or evening). Heels that don’t offer adequate support can start to feel uncomfortable within minutes of standing in them, which means you’ll either be relegated to a chair all day at work or fighting through some serious pain on the dance floor.
On top of that, for anyone managing bunions, plantar fasciitis, or other podiatry issues, poorly constructed heels can cause foot damage lasting long beyond the scope of one particular occasion. The good news? There are plenty of comfortable heels on the market that are designed to support your feet while still looking perfectly stylish.
To find the best options available, I road-tested several pairs of heels myself, scoured hundreds of online reviews, and sourced expert advice from the podiatrists and experts listed below. This final list of top picks, which includes a range of heel heights, from low block heels to ultra-high stilettos, as well a variety of different silhouettes and materials.
At the bottom of this guide, you'll find general advice on what to look for when shopping for comfortable heels, so you can go into your purchase feeling knowledgeable about what you’re buying. After reading our reviews of the most comfortable heels for women, you may also want to check out our picks for other types of comfortable shoes, too, like chic ballet flats, trendy cloud slides, cushioned running sneakers, and supportive work shoes you can stand in all day.
The designers at Cole Haan developed these heels with the help of biomechanics at the University of Massachusetts Amherst. They feature high-quality leather uppers and lining, a contoured footbed, layers of cushion, and stabilizing traction. Plus, if you catch them on sale, you can nab them for under $100.
What the reviews say: "These are the most comfortable heels I have ever worn. I was incredibly surprised. As soon as I put them on, I was shocked. It really was created using research because my gosh, it literally feels like you are walking on clouds. The cushion inside: It just wraps around your feet and feels incredible. I can wear these all day long and would want to still keep them on. Just so comfortable. Highly highly recommend to anyone. Great height for everyday wear too." — Cole Haan site reviewer
Heel Height: 3" | Material: Leather | Size Range: 5-11 | Colors: 3
A low heel isn’t always a comfortable one, but over 15,000 Amazon reviewers gave these three-inch block heels from Dream Pairs a perfect five-star rating. With their soft latex insoles, sturdy heel cups, and rubber soles, reviewers say they offer long-lasting support at a very affordable price (under $40!). Note: Certain sizes also come in wide, which is great for those with wider feet.
What the reviews say: "I ordered these for a gala and was pleasantly surprised! I wore them all night (about 5.5 hours) and only started to get sore toward the last 30 minutes of the night — and I had been standing the entire time. So beautiful and they fit perfectly. I was nervous because I kind of have bunions, lol. So it is hard finding good shoes for me, but these did not hurt my feet at all in that area! Would definitely recommend." — Verified Amazon reviewer
Heel Height: 3" | Material: Suede | Size Range: 5-12 | Colors: 32
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You can dance all night with these dress sandals that have over 3,500 five-star reviews on Amazon and a 4.4-star rating on Naturalizer's site. Depending on the style you choose, these shoes come in a notably inclusive range of sizes from 4.5 to 12, with medium, wide, and some narrow options available. Not only do the insoles feature cushioning, but the gripable bottoms will help you avoid slipping. And the adjustable heel straps will allow you to secure the perfect fit.
What the reviews say: "I’m 68 and can’t wear the really high heels anymore. These were just right!! I read one review that said she never felt like taking them off and I thought oh yeah right! But I’m here to say the same. I wore these from 4 p.m. until 10:30 m. and they never hurt my feet!" — Verified Amazon reviewer
Heel Height: 2.25" | Material: Leather, Glitter Synthetic | Size Range: 4.5-12 | Colors: 8
With hundreds of five-star reviews and counting on Naturalizer's site, these classic pumps have received high scores from users for comfort thanks to Naturalizer's Contour+ Technology, which includes foam cushioning, breathable lining, a sculpted insole, and strong heel support. Depending on the color you choose, these heels are available in narrow, medium, and wide widths.
What the reviews say: "I am a flight attendant and these pumps are the most comfortable shoes I have worn. I recommend to everyone. I am hard on shoes and these stand up to my energy." — Naturalizer site reviewer
Heel Height: 3" | Material: Leather | Size Range: 4-12 | Colors: 4
Everlane's two-inch block heels can be worn all day long thanks to what reviews claim are buttery leather uppers, roomy rounded toes, and stretchy elasticized backs. With nearly 3,000 five-star reviews, it's one of the brand's most popular shoe styles.
What the reviews say: "These shoes are fantastic. I receive compliments every time I wear them. The color is stunning, and they are extremely comfortable for all-day wear. I’m usually an 8.5 or 9, and I wear a 9 in this shoe. I have an older pair of Day Heels (from about 2019), and the elastic [started] digging into my heel after a couple of hours. The Everlane design team has clearly addressed that issue because the elastic on these shoes is just perfect, and I can wear them all day with out any problems." — Everlane site reviewer
Heel Height: 2" | Material: Leather | Size Range: 5-11 | Colors: 4
If you're looking to invest in a quality pair of comfortable heels, celebrities such as Meghan Markle swear by Sarah Flint's pumps. Handcrafted in Italy, this pair features practical elements such as an expanded toe box, anatomical arch support, and extra footbed padding, all of which help to justify the high price point.
What the reviews say: "I have been eyeing these shoes for years and finally took the plunge during the sale. I'm always wary of heels because I have a wide foot, very low arch, and bunions. All of which make most shoes hard for me. These felt good as soon as I tried them on. Admittedly they're snug, but not uncomfortably so and they'll stretch a bit with wear. I'm thrilled with them and definitely need the black ones next." — Sarah Flint site reviewer
Heel Height: 3.3" | Material: Italian suede | Size Range: 4-13 | Colors: 18
One of our editors recently wore these platform heels for several hours on a night out and can personally attest that they are wildly comfortable. While the height may look intimidating, she said the width of the heel made them feel completely secure (no wobbling whatsoever), and the cushioned insole was so supportive she forgot she was in heels. If you want a look that's a little more daring without having to sacrifice support, we couldn't recommend these more.
Heel Height: 3.9" | Material: Spanish leather | Size Range: 6-10.5 | Colors: 4
If you need a versatile pair of black heels for the office, look no further. These Clarks pumps feature a foam OrthoLite footbed, designed to offer protection against a variety of foot-related pains. Reviewers praise these shoes for fitting true to size and leaving feet blister-free. Plus, the grippy soles are said to help guard against slips. Depending on the style and color you choose, these heels are available in medium and wide widths — just note that reviewers say it's best to size up.
What the reviews say: "Normally I wear 7 1/2. Exchanged for 8 and they were perfect. No "break in" required as they are comfy right out of the box! No pinching at all. Even after a 10-hour work day. Clarks are my new Aerosoles!" — Verified Zappos reviewer
Heel Height: 3" | Material: Leather | Size Range: 5.5-12 | Colors: 2
Australian brand Frankie4 is a podiatrist-founded company that aims to maximize women's comfort through cleverly designed shoes. Board-certified podiatric surgeon Dr. Suzanne Levine can personally vouch for the brand, telling Woman's Day, "I had hours of comfort while I toured Paris in my Frankie4 heels." While there are several supportive Frankie4 options, we especially love the Juliett style for its versatile slingback design.
What the reviews say: "These were my first purchase of a Frankie4 heel and I was extremely happy with my purchase. The cushioning in the soles gives all the comfort needed for a long day on your feet. The shoes feel light on your feet and look stylish. I can’t wait to get a second pair in black. Would highly recommend these shoes to other buyers." — Frankie4 site reviewer
Heel Height: 1" | Material: Leather | Size Range: 6-13 | Colors: 2
Handcrafted in Spain, Margaux's block heels are ready to wear to the office straight out of the box. If you have a job that requires you to spend hours on your feet and/or you commute via subway or train, you'll appreciate the foam insoles and almond-shaped toe box — not to mention the classic, professional design. With medium, narrow, and wide fit options, the brand recommends ordering a half size down and a wider width if you're between sizes.
What the reviews say: "These are hands down the most comfy heels I’ve worn in my life! I regularly wear them to work and have had no blistering/aching issues after a long day. The one issue that I have (which I don’t know if it’s because of the nappa leather or because they're relatively new) is that it makes a slight squeaky noise when I’m walking...but honestly it’s a downside I can live with." — Margaux site reviewer
Heel Height: 2.5" | Material: Italian suede, Nappa leather | Size Range: 3-14 | Colors: 11
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Aerosoles is a shoe brand known for comfort, and these sandals are no exception. Casual enough for daytime activities, they can easily transition to evening wear when an outfit change isn't possible. They feature a very slight pitch that helps them wear almost like a flat, and they have a grippy, diamond-patterned outsole to keep wearers from slipping. They come in both medium and wide widths.
What the reviews say: "Bought my first pair of Aerosoles for my son’s wedding. After my knee surgery last summer I have stayed away from heels, however I think I will wear these all the time!" — Aerosoles site reviewer
Heel Height: 3" | Material: Leather | Size Range: 5-13 | Colors: 20
When one of our editors was shopping for wedding shoes, they did meticulous research to ensure they wouldn't be in pain while standing and dancing for hours on end. They landed on this pair of heels from Bella Belle, which were beyond comfortable and stunning in person. Her wedding guests couldn't believe that a shoe so pretty could actually be wearable, but thanks to the thick padding Bella Belle is known for, they were fully supportive for the entirety of her big day.
Heel Height: 3.5" | Material: Leather, silk, mesh | Size Range: 5-10 | Colors: 1
Customers love these vintage Mary Jane heels for their spacious square toe, which is especially helpful for wide feet. The classic heel comes in several neutral tones and features a chunky buckle to adjust the shoe's width and an elastic band on the ankle strap for a secure fit.
What the reviews say: "These shoes are EVERYTHING!!! The fit and width are on point and true to Sam Edelman style. I love this shoe because it has a chunky heel and square toe. I have had bunion surgery and am not able to wear the pointy toe fashioned shoes anymore. Thanks Sam Edelman for making this wonderful shoe!" — Sam Edelman site reviewer
Heel Height: 4" | Material: Leather | Size Range: 5-12 | Colors: 4
One of our editors purchased these metallic block heels from M.Gemi, and she's now a big fan. "They feel amazingly supportive and are super easy to walk in, even at close to three inches tall, thanks to the sturdy flared heel. They're handmade in Tuscany and the craftsmanship is very noticeable when trying them on in person. The soft leather lining feels luxe, too."
Heel Height: 2.75" | Material: Italian leather | Size Range: 5-10 | Colors: 9
These best-selling Tony Bianco mules slip on easily and have a padded leather footbed for support. Not only are they super comfy according to reviews, but they're also a sophisticated addition to any outfit given the eyelet and bow detailing.
Heel Height: 3.25" | Material: Suede, Leather | Size Range: 5-11 | Colors: 7
✔️ A design that addresses specific areas of concern: If you’re looking to expand your collection of comfortable dress shoes, there are a few general characteristics to focus on. Randy Brangman, a licensed physical therapist and former long-distance runner, suggests looking for heels based on your specific foot issues or concerns. "For bunions, aim for a soft and round toe design that alleviates pressures in the front," he says. "For those who have high arches, look for a shoe with rubberized cushioning to absorb the shock placed on the outside of your feet."
✔️ Flexible materials: Dr. Suzanne Levine recommends paying attention to the material used, looking specifically for natural materials like leather that offer flexibility. She also recommends ensuring that the material is "not too heavy because it [that can] put pressure on the knees."
✔️ Height: In short, the taller the heel, the more pressure you're putting on the ball of your foot. "If you are flat-footed, then I recommend keeping your heels on the lower side, as a lack of arch will cause you harm over time," Brangman says.
✔️ Proper fit: Board-certified podiatric surgeon Dr. Hillary Brenner explains that to get the best fit you'll want to "make sure you have your foot measured midway to the end of the day. That's when they are true to size due to swelling." She also recommends standing when the length and width of your foot are measured to get the most accurate sizing.
In addition to buying comfortable heels, there are other measures you can take to protect your feet while wearing them.
Dr. Hillary Brenner recommends placing a COBRA orthotic inside your heels. "As glasses correct the way we see, orthotics correct the way we walk," she says. "Placing a custom-molded COBRA style orthotic into the shoe can help with stability and shock absorption." She also suggests Foot Petals, which offer several products tailored to high heels, as helpful add-ons.
Another way to prevent injury while wearing heels? Be aware of your gait while wearing them, says Dr. Nelya Lobkova. "The tendency is to lean back, however this may cause falling and injuries," she warns. "The ideal posture is slightly relaxed at the knees with a slight forward tilt."
Lastly, you can prepare to wear heels at home through stretching and simple foot exercises to work the 38 muscles in the foot. One useful method, according to Dr. Suzanne Levine, is to spell out the letters of the alphabet with your feet, which she says helps "to keep the toes and foot muscles supple."
Sam Lawyer is a lifestyle writer and television producer based in New York City. She’s been contributing to Woman’s Day for nearly five years, and covers a variety of topics from gifting, to health, and entertainment. Her work has additionally been featured in Cosmopolitan, Country Living, and Good Housekeeping. When she’s not writing or producing, you can find her binging her favorite Bravo shows or getting walked by her French Bulldog.
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