The 9 Most Comfortable Heels You'll Be Able to Wear All Day (or Night)

Because you shouldn't have to sacrifice comfort for style.

By Alexa Vazquez Apr 09, 2024 4:15 PMTags
Shop - Comfy Heels - Hero ImageE! Illustration/ Courtesy of Getty Images

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Putting the words comfortable and high heels in one sentence feels like an oxymoron, especially these days when it's acceptable to wear sneakers almost anywhere. But what's a girl to do when there's a wedding to attend or a fancy dinner to go to? The last thing you want is to slip on a pair of stylish heels only for them to cause pain less than an hour into your event. As a fellow heel girlie myself, I've made it my mission to prove that it's possible to find comfy heels without sacrificing style. You just have to know what to look for.

What To Look for When Shopping for Comfortable High Heels

At some point, all heels begin to feel uncomfortable. But to ensure the heel you choose is as comfy as possible for as long as possible, be sure that it checks at least one of these boxes.

Heel Height: The higher the heel, the more likely your shoes will be uncomfortable to wear for long periods of time. Try to look for a heel height between two and four inches for maximum comfort.

Platforms: If you want to go for a higher heel height, be sure to choose an option with a chunky platform, that way, less pressure is put on your feet. Not to mention, they're easier to walk in.

Block Heel: While stilettos are a classic, sexy option, we can all admit that they're probably the least comfortable style around. A great alternative is a block heel, which are not only easier to walk in, but provide more stability and create less pressure on your feet.

Ankle Strap: Heels with adjustable ankle straps or slingback designs are ideal because they provide added stability since securely keep your feet in place.

Support: The best high heels have features likes arch support or plush cushioning to help ease any potential pain.

From a pair of black leather pumps from Naturalizer to some slingback heels from Sam Edelman and a platform sandal from Steve Madden, you'll be pleasantly surprised by just how comfortable these shoes actually are. Keep reading to shop the most comfortable heels that you'll be able to wear all day (or night).

The Best Heeled Sandals

Naturalizer Joy Heeled Sandal

This brand is known for their comfy shoes, including these sandals with a block heel and ankle strap. Reviewers rave about their contoured cushioning and sculpted arch support. They come in an array of colors and medium and wide widths.

Aldo Sake Ankle Strap Sandal

These strappy stilettos from Aldo's beloved Pillow Walk line are equipped with strategic memory foam cushioning where you need it most (aka the balls and heels of your feet). They come in four classic colors.

LifeStride Miracle Strappy Heeled Sandal

Between the padded footbed and flexible soles, these ankle strap sandals are exactly what you've been looking for. They come in three neutral hues and medium and wide widths.

The Best Everyday Heels

Vionic Chardonnay Heeled Sandal

The flexible footbeds on these heeled sandals make walking and standing more comfortable while the deep seated heel cup and arch support relieve pressure. They come in suede and leather options as well as two widths: medium and wide.

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The Best Platform Heels

Aerosoles Camera Heeled Sandal

You could probably run a marathon in these "flatform" sandals (although we don't recommend you do). They have plush ortholite cushioning, flexible footbeds, and an adjustable heel strap. They come in so many colors and finishes as well as medium and wide widths.

Steve Madden Lourdes Platform Heel

If you love the look of a sky high heel, opt for these which have a thick block heel, sizeable platform, and secure ankle strap. Sexy and stylish, reviewers say these heels are surprisingly comfy and easy to walk in, plus they come in six colors.

DREAM PAIRS Chunky Platform High Heels

Chunky platform sandals like these will always be on trend. These have a big block heel and a platform for added comfort. They also come in a slightly lower heel height, you prefer. Choose from nine colors, including some sparkly options.

The Best Slingback Heels

Sam Edelman Bianka Slingback Pump

These classy slingback pumps boast a very reasonable heel height and a timeless silhouette. The adjustable heel strap is an added bonus. Choose from a range of colors and finishes.

The Best Pumps

Naturalizer Anna Pumps

You can never go wrong with a timeless, pointed toe pump. This leather pair has ultra-plush foam cushioning that's contoured to the shape of your foot for arch and heel support. They come in six colors and narrow, medium, and wide widths.

Need more shoe inspiration? These are the 10 best ballet flats of 2024 that are chic, comfy, and will never go out of style.