The 5 most comfortable heels to wear this summer

Jun 3, 2025 - 11:32
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The 5 most comfortable heels to wear this summer

Antonia Saint Dunbar, cofounder of the period underwear brand Thinx, loves the way she feels when she’s wearing heels. “It has a divine geometry,” she says. “It creates a perfect pitch for your body, elongating your leg, creating an anatomical architectural balance.”

Saint Dunbar isn’t alone: Even as society has become more casual, making sneakers and Birkenstocks acceptable to wear in more situations, many women still love the way they look and feel while wearing heels. But sometimes this means compromising comfort for style. While running Thinx in heels, Saint Dunbar says she often had to scan the room for a place to sit because her feet hurt so much, and took cabs so she wouldn’t have to walk.

Part of the reason that heels are so uncomfortable is that many early shoe designers were men. They designed heels they believed would make women look attractive, but had no idea how the shoes would feel on the wearers’ feet. Today, women aren’t willing to compromise on comfort. This is particularly true after the pandemic, Saint Dunbar says. Stuck at home, women stopped wearing heels and turned to more comfortable footwear. Now painful heels feel even more unacceptable.

The good news is that there’s a new generation of shoe brands focused on designs that make them more comfortable, including Sneex, Nomasei, and Marion Parke. Saint Dunbar herself is among these founders. In 2016, while still running Thinx, she launched Antonia Saint NY, which creates more comfortable heels. She’s taken the silhouette of a classic stiletto and added a layer of padding inside to provide better arch support and toe cushioning. She’s just relaunched all of her shoes with a slimmer version of the padding to offer the same level of comfort with less bulk.

As we head into summer, we’ve been testing out the most comfortable shoes for everything from weddings to company outings. Here are five we love.

[Photo: Antonia Saint NY]

Antonia Saint NY

Vicki D’Orsay, $286

This shoe has a 2-inch heel that gives you just enough lift. It’s outfitted with an updated padding system called SoftSurround. There is a layer of cushioning within the entire upper, with a special focus on the toes and the back of the heels. There is also a rubberized outsole for better traction. The outer is made of a soft Nappa leather. It’s designed to help you get through a full day without any pain.

[Photo: Sézane]

Sézane

Gloria Sandals, $215

These strappy sandals offer the vintage aesthetic that Sézane is known for, featuring an elegant circle design. They’re versatile, since they can be dressed up or down, looking just as nice with jeans as with more formal summer dresses. With a 2.75-inch heel, they offer height without leaving you with achey legs or calves.

[Photo: Margaux]

Margaux

City Sandal, $375

As their name implies, these shoes are designed for pounding the pavement. They feature a 2.5-inch block heel that is very walkable, and crisscross straps that are placed to make your feet feel supported. The insole features foam padding for cushioning. They come in a wide range of colors to match your outfits.

[Photo: Nomasei]

Nomasei

Baghera, $450

Founded by former shoe designers at Chloe, Nomasei wants to bring comfort to the luxury shoe experience. The brand’s Baghera sandals are meant to provide all the leg-lengthening effects of a high heel, but in a much more comfortable silhouette. They feature a 2.3-inch wide block heel, with an insole made of memory foam, lining made of goat leather, and an outsole made of calf leather.

[Photo: Rothy’s]

Rothy’s

Knot Sandal, $189

If you’re concerned about the environment, Rothy’s is a good option. The brand was first known for its flats, but it has expanded into new silhouettes, including heels. These sandals are made of eight ocean-bound plastic bottles that have been recycled into a knot material. With a 2-inch block heel and a plush footbed, they’re designed to be worn all day. And as a bonus, they’re machine washable, which extends their life.


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