


We know the pain of uncomfortable heels all too well.
Maybe it started at 15 when you were walking into the school gym wearing your prom dress. Or maybe you first experienced the agony when you wore a sundress and those strappy heels on a first date.
Whenever your introduction to the painful world of heels was, it may have made you forever fearful of any shoe over one inch tall.
But fear not, because beauty is not pain. You can still look fabulous without ending the day with blisters, sores, welts and red toes.
Regardless of your personal style, there are some key things to consider when selecting a shoe you’re going to be standing all day in.
Heels with a round or square toe, for example, may be preferable to those that are pointed. The reason for this is that they tend to be more breathable. No one wants to deal with sweaty, squished feet, right?
Heel length is another thing to look at. Higher heels generally mean more pressure on calves, ankles and feet. If you can’t stand the idea of anything below 2 inches, look for block style heels like the ones offered by Aerosoles ($135). The chunkier base offers a larger surface for you to balance on, making it easier to walk.
Finally, shoes with built-in cushion tend to be more pampering. For this reason, we like shoe brands like Naturalizer, who offer lots of different styles of comfortable heels that have a supportive design.
Once upon a time, people thought you had to sacrifice comfort in the name of fashion. Fortunately, we now know that’s not true. In fact, when shoes are concerned, there are many brands that make super cute and comfortable heels for work, play, weddings — every occasion. Here are some we always look to when craving a new pair:
The most comfortable heel height is whatever you feel good standing for long periods in — obviously. However, as a rule of thumb, the shorter the height, the easier on your tootsies. According to our research, podiatrists tend to recommend forgoing anything above 3 inches when foot health is concerned. However, as we’ve already discussed, this still leaves you with a lot of options.
Introducing, the comfiest heels you’ll ever own.
Curated from top brands such as Cole Haan and Everlane, you’ll find a list of the most comfortable women’s heels for work, weddings, commutes and more. Simply browse the options below to find your perfect sole mate.
Available in black and Amphora leather options, the Cole Haan Grand Ambition Pump is the comfiest of the comfiest.
It’s elegant silhouette is constructed “embracing the contours of your body” to create the perfect fit. The shoe also features responsive cushioning that adds the perfect level of padding for each step. And did we mention how perfect each detail is, such as the front gold trim?
One reviewer said the shoe is “everything you want in a heel” and that the “insoles are crafted so well,” and we couldn’t agree more.
Available in 20 styles and colors, this heel is the perfect height. Not to mention, every woman needs a hot red heel in her closet.
“Let me just tell you that I almost cried when I put them on!!” said an overjoyed customer. “They aren’t too high or too low, just the perfect height to walk and be comfortable for women who don’t normally wear heels.”
What does “nude” even mean? Well, it depends on your own individual skin tone, and thankfully Naturalizer understands that.
A part of their “True Colors” collection, the Vera Dress Sandal comes in eight different nude shades so you can find you perfect match.
Better yet, the block heel, ankle strap and Contour+ technology make for superior comfort. One reviewer even shared that the heel was still beyond comfortable after six straight hours of wear.
Further heel features include a leather leather or suede upper, an open toe, an adjustable buckle closure and more.
With a name like LifeStride, you’re guaranteed a comfortable commute.
These unique heels come in four different statement designs, while they are all made with a simple upper that adds traction and stability — two musts for those on the go.
“They are super comfortable (I wore them for 10 hours on my feet most of the day) and look super sexy,” shared a reviewer. “I even had someone ask to take a picture of my shoes!!!!!”
Available in turquoise, orange, taupe and black, this strappy heel features twist straps, a chunky block heel and a 90’s style. You’ll be strutting through the streets with ease.
“I love these heels!!!,” one reviewer said. “The green is so cute for adding a bit of color to a neutral outfit. I have flatter feet and these are comfortable for me with a block heel.”
The cult-classic Everlane The Day Heel is back in stock, but there’s no guarantee it’ll stay that way. After all, the brand itself says it’s “a heel you can walk in. All. Damn. Day.”
“So comfortable and didn’t need any ‘breaking in’ time,” one reviewer raved. “[I] went back to work after a year of wearing trainers so needed something comfy, stylish and versatile and this one ticks all the boxes.”
Choose from black, bone stacked or light taupe leather colors. The ballet-inspired silhouette features a rounded toe, a two-inch block heel and an elasticized back.
If you have high arches, look for a heel with flexibility. The Aerosoles Cosmo Suede Sandals are designed with a diamond flex outsole and an ortholite insole that move with your foot, providing stability, cushion and comfort. They’re also stunning, adding that extra whoa to a LBD, pair of jeans or dress pants. They come in a variety of colors but do run large, according to some customers. Consider sizing down when adding to your cart.
“Bought these for wearing to my daughter’s wedding and they are awesome,” said one reviewer on Aerosoles. “First time having enough width across my toes. Love the platform…Could not be more pleased!”
Shoes with a wider toe box, like these glossy Mary Jane’s, are the way to go if your foot is less than narrow. They look high but the block heel stabilizes the foot and is actually comfortable to walk in. It comes in black but we love it in this cognac color (shown above). It’s perfect for fall and will turn any basic outfit into something exciting.
A leather upper sole and microfiber lining make these shoes easy on the feet. A recipient of the American Podiatric Medical Association Seal of Acceptance, the shoes include a thermoplastic removable rubber footbed that helps support alignment. We think the slip-on style is exactly what the stylist ordered when you need to get up and go. They look cute paired with tights and a pencil skirt or a fitted pair of bootcut jeans.
These are one of the most comfortable heels for women, according to several happy customers of Aerosoles. Made from Italian leather, the shoes have rubber composites within the sole. This genius design helps to fight friction, and the block heel is stabilizing. Available in 10 different colors, including zebra haircalf, you’re sure to find one that suits your wardrobe.
If you are looking for an ultra-comfortable heel for your wedding day, you found it.
Not only is the Sara in Soft Gold a high-heel that combines a block heel, hidden elastic and a custom-designed insole with arch support, but it also looks incredible. After all, you deserve to go all out for your wedding shenanigans.
Instagram influencer Kari S. even said, “Can we just talk about these gold sandals? They are comfy, people. COMFY.”
Stilettos aren’t the most comfortable but can make your legs look fantastic! The fix? Picking one with a platform footbed. It gives the foot more of a surface to balance on and may alleviate some pressure from calves. Our pick? The Chinese Laundry Teaser 2. It gives lots of height and was called “surprisingly comfortable” by one happy customer at Nordstrom.
When it’s just named “The Heel,” you know it’s going to be good.
The Heel comes in five various designs and color, with size and width options available. The shoe also includes details such as a supportive fit that molds with wear, an Italian calf hair upper and leather lining, five mm of plush foam padding and a 2.5-inch heel.
Reviewers rave about the amount of padding The Heel features, claiming they actually “want to wear them.”
With a retro-inspired design, round toe, chunky heel and knit upper, these Vivaia heels are next level. Best of all, customers agree that they are worth the buck.
“They really do feel quite comfortable,” said a shopper, “perhaps more so than the flats I wear!”
Simple to wear but gorgeous enough to make a statement, this Madewell mule features leather straps, a wood heel and elastic panels.
“Wow these shoes are amazing!” said a happy customer. “They’re extremely comfortable (and I never wear anything with a heel) so I’m so happy with this purchase. If you’re debating on buying them, I 100% suggest you do. You won’t regret it!”
We at The Post have even tried these and absolutely can’t get over how cozy they are. Plus, you can dress them up or down and they’ll completely elevate any look.
As the brand says, this is a “timeless pump that can go from desk to date to dance all night.”
One reviewer said, “These pumps are not only beautiful but comfortable. I have never been able to wear a pointed toe shoe before these.”
These Sarah Flint heels feature arch support, extra padding, and an inset block heel. Available in a variety of colors. Are they a splurge? Maybe, but only if you put a price tag on comfort. Check out what this reviewer had to say:
“You won’t regret this purchase…This is by far the most comfortable pump I’ve ever owned. Wore them for several hours with no pain!”
If you’ve been searching for comfy high heels, then it’s your lucky day.
The Canada-designed and Brazilian-made shoes are crafted with an orthotic insole, shock-absorbing platform, non-skid outsole, deep heel cup and rocker sole. Combine all of those features together, and you get a heel that doesn’t only look good but feels good, too.
“Amazing,” said a reviewer describing the shoe. “The fit, the feel, the style. I can’t say enough about these beauties! I can’t wait to buy more.”
This Sam Edleman heel radiates elegance and features a pointed toe and low heel. Best of all, it can seamlessly be dressed up or down with ease. Choose from nude and black.
A reviewer said, “Sam Edelman is my go-to for work shoes and these Dori Kitten Heels are absolutely perfect! They are very stylish while staying comfortable…you can’t go wrong with these!”
Available in over 10 colors, these knitted heels exude grace. Best of all, the knit fabric is breathable while simultaneously offering superior stretch. Take our word for it, as we are big fans of kitted shoes.
Ergonomic insoles and padding that molds to pressure points is what make these pointed slingback heels comfortable. They come in suede, patent leather, fabric and even faux leather made from partially recycled materials. Best of all, they’re available in lots of color options. The heel is only 2.25 inches, keeping pressure off your gams, and you can even grab these in wide, if necessary.
“I have two pairs of these shoes and they are not only extremely stylish but also very comfortable,” said on reviewer.
The same happy shopper said they can wear these adorable slingbacks with jeans or a dress and can be dressed up or down.
These Steve Madden block heels feature a single band across the toe with an adjustable buckle strap at the ankle, making this pair the perfect choice for everything from skinny jeans to bodycon dresses.
Reviewers are “obsessed” with the heels, and we think you will be too.
While this designer heel isn’t drowning in reviews, we know a thing or two about heels and comfort — if you’re looking for serious height, platforms are the easiest on your feet.
For a pretty penny, you’ll feel and look like a million bucks in these fun Prada heels.
There’s nothing like a sexy black pump, but if it pinches and squeezes, the shoes are going straight back to the store!
Thankfully, this pair of Sarah Flint heels are beyond comfortable. Not only do they feature a high, slim heel shaft, but the shoe features a wide toe box to minimize crowding and anatomical arch support. Your feet will also thank you for choosing a pair of heels that come with 6mm of extra padding added to the footbed.
“This shoe is true to size, comfortable and sexy,” said a happy reviewer. “I can’t get over the craftsmanship of these and how I can keep them on for long periods of time.
How adorably chic are these twisted mules? Available in black, you can style these your way. They have an expanded toe box — no one likes having their toes squished inside a shoe — and the footbed has extra padding.
One reviewer said she already bought two pairs of these shoes and was on her way to purchase a third, claiming they are “the most comfy mules in [their] life.”
This gorgeous pair of flared heels are made with Italian kid suede and soft leather. Details include a square buckle and 2.75-inch heel. Choose your favorite shade from five options.
“Love this shoe,” said a happy customer. “Perfect platform — so comfortable to walk in and wear all day!”
Clear heels have been a major shoe trend since spring 2023. Is it for everyone? Probably not. However, trends are supposed to be fun, and at this affordable price there’s no harm in being experimental. These have a 4.5 star rating on Macy’s and some interesting, if not divided, reviews. While some customers say the feel wasn’t right for them, others declare the sandals a perfect fit. Here’s what one had to say:
“Needed some cute shoes that go with lots of outfits for a weekend in Vegas. I walked miles in these. They didn’t hurt and looked cute too!”
The upper on this sandal is stretchy enough that your foot won’t feel constricted. The slip on style means you won’t have to fiddle with straps and the block heel is only 2 inches. If you’re not wild about them in this leopard print, grab them in black, navy or white.
“I purchased these shoes for a conference but didn’t have time to break them in,” says one review on DSW. “I put them on and wore them for 10 hours, including a cocktail reception and they were super comfortable — no blisters or sore feet! Great the next day, too.”
“These shoes are great,” said a shopper. “They are comfortable, cute and really light. Additionally, they are versatile in terms of how you want to strap them up. Can’t go wrong with some wedges!”
If you shop these at JustFab and you’re a VIP member, you can enjoy these shoes for under $10 — yes, $10!
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