Some high heels will never be easy to walk in. They'll likely sit in the back of your closet for the rest of time, yearning for an occasion to be worn. (Spoiler alert: it'll never happen.) But that's totally okay, because believe it or not, comfortable heels exist — and they're still super stylish. That's why we scoured the web to find the most comfortable heels from some of our favorite brands.
Our top-ranking selections of comfortable heels feature such pain-mitigating features as padded insoles for extra cushioning, ample arch support, shock absorption and great traction. Plus, it helps that they’re all stylish and versatile enough to be worn with just about everything. Keep reading to see all of the most comfortable high heels of 2025.
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Update, May 7, 2025: We checked all product prices and availability. Our number one pick for the most comfortable high heels remains unchanged.
The most comfortable high heels overall
More comfortable high heels we love
How we chose the most comfortable high heels
To determine which picks deserve a spot in your footwear wardrobe, we researched dozens of top-rated customer-loved options and consulted podiatrists to learn what to look for when selecting the most comfortable high heels for women. We also polled the Yahoo crew and our own team of shopping experts to find out which heels are their favorites — because there's nothing like a recommendation from a die-hard fan.
Factors to consider when choosing comfortable heels
Heel height: A lower heel height will be easier to walk in and more comfortable for most people. "Once the heel exceeds a height of two inches, it exerts increased pressure on the balls of your feet, resulting in unnecessary stress on your knees and lower back," says Dr. Kim.
Support: Heels with built-in arch and ankle support are necessary if you plan on wearing them for long periods of time. "It's crucial to seek out heels equipped with adequate arch support and cushioning to enhance shock absorption and alleviate pressure on the feet," says Dr. Kim.
Thickness of heel: "A heel is going to be more comfortable when the surface area of the shoe that hits the ground is larger," Dr. Canuso tells us. For example, a stiletto heel is not going to be as comfortable or easy to walk in as a block heel or a wedge. "Stiletto heels with a very thin leather sole are going to be unable to support the pressure placed on your forefoot and will be less comfortable than a pair of platform wedges that can disperse the pressure," she adds.
Cushioning: Finding a high heel with ample cushioning is key to wearing for long periods of time. "The padding and thickness built into the heel and the ball of the shoe make a significant difference in a heel's comfort level," Dr. Canuso tells us.
Fit: High heels should fit snugly, so they don’t move around while you’re walking but not too tight that they will cause painful blisters. Dr. Kim recommends choosing heels with "A wide toe box to allow the toes to move freely and prevent excess squeezing that can eventually lead to bunions and hammer toes." She also suggests choosing options with adjustable straps or laces to provide a more comfortable fit and provide better stability.
FAQs
What is the ideal heel height for a comfortable heel?
Both Dr. Kim and Dr. Canuso agree the ideal heel height is around two inches, however that is not necessarily the only heel height that will feel comfortable. Dr. Canuso explains that if you choose a shoe with a four-inch heel and a two-inch platform, that should be just as comfortable as wearing a two-inch heel since your foot will still be in the same position.
What types of heels are easiest to walk in?
"For most people, the easiest heels to walk in are going to be a block heel or wedge around 2 inches in height," says Dr. Canuso. "Another important feature that makes shoes easy to walk in is the heel and ankle support. If a heel has significant support behind the foot and around the ankle, say with a strap, it is going to be much easier to walk in," she adds.
Dr. Kim agrees, saying, "Chunky heels or wedges provide a broader base of support, enhancing stability and balance while reducing pressure on the ball of the foot." She also suggests looking for "Heels with a lower pitch or a subtle platform that can distribute weight more evenly, reducing strain on the feet. It's important to find a heel style that suits your walking gait and provides a comfortable and secure fit."
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