The 15 Most Comfortable Heels For Work, Weddings, and More

Dream Pairs Chunky Platform Heels ($36, originally $46)

These platform heels from Amazon are a vacation wardrobe must-have. Its extra chunky heel is bound to keep you comfortable all day long, and adds a fun edge to any look, from a slip dress to your favorite matching set.

Steve Madden Women's Brendi Heeled Sandal ($25 - $75)

No wedding look is complete without the right pair of heels. These vibrant fuschia heels from Steve Madden are one of our affordable favorites. If you're looking for a stylish, yet comfortable heel that'll go with a floral dress or your go-to slip gown, this chic pair is a great buy. Trust us, you'll want to dance in these all night.

Cole Haan Grand Ambition Pumps ($100, originally $180)

Looking for a comfortable pair of pumps that you don't have to train your feet to wear? Enter Cole Haan's Grand Ambition pumps with a 3-inch heel. They feature a supportive, contoured footbed with responsive cushioning, so each step is padded for supreme comfort. What's more, the shoes boast GRANDFØAM traction so you don't have to worry about slipping or stumbling.

Aerosoles Women's Camera Sandal in Gold ($135)

Featuring a platform heel and a diamond flex outsole, you won't have to worry about breaking these gold flatforms in. They're perfect for day to night and come in eight other colors if you're not on the market for metallic. Also, you can't resist genuine leather that's less than $150.

Everlane Italian Day Leather Heel ($175)

From running errands to long days at the office, these ballerina block heels meet all of your footwear needs. The versatile shoe is complete with an elasticized back for prime comfort and rounded toe, perfect for hours of wear.

Dolce Vita Kanika Pearl Heels ($135)

In case you didn't know, a bride's wedding shoes are just as important as her gown. These pearl low mules are the perfect elegant option to complement a statement-making dress, and designed with recycled outsoles for comfort.

Melissa Party Heel ($139)

These glittery heels are an elevated and chic take on the nostalgic jelly sandal. A customer favorite, this sustainable pair by Melissa are made of durable PVC, that once broken in, will be one of the most comfortable summer shoes you own for years to come. Slip them on with a maxi skirt or shorts — their ultra-high block heel are the perfect height.

Sadi Studios Paris Heel ($179)

If you want something comfortable but statement-making enough for your next warm-weather adventure, then look no further. These fun, elevated slides complete with colorful straps and a sculptural heel fit the bill.

Larroudé Dolly Ankle Strap Platform Sandals ($315)

These statement-making sandals are designed with comfort in mind, featuring platforms that actually decrease the pitch of your foot, so the heel instead feels more comfortable than it looks. They're also a great choice if you want to feel powerful on your next night out.

Flor de Maria Berta Pink Platforms ($495)

Hitting the town with your girlfriends for dancing, dining, and everything in between? Grab a pair of high heels that are more comfortable than you'd imagine. The padded insole, platform, and ankle strap work to keep your feet pain-free and secure no matter where the night takes you. And the pink color will turn heads effortlessly.

Sarah Flint Perfect Pump 100 ($550)

Whoever said stilettos are uncomfortable, hasn't worn these pumps from Sarah Flint. As a best-seller, this classic pair lives up to its name with innovative features like anatomical arch support and extra footbed padding. It's also made of black calf leather, making your purchase well worth it.

Tamara Mellon Desire 65 Nappa Pumps ($595)

Looking for a luxury, ankle-strap pump that still delivers comfort? Invest in Tamara Mellon's Desire 65 Nappa Pumps from the Pillow Top collection; the shoes feel like you're walking on, well, pillows. The insole features 8mm high-density foam that cushion your feet from the moment you slide them on.

Gucci Tom Original GG Slingback Pump ($850)

The classic slingback style doesn't get any more iconic than these logomania pumps from Gucci. Apart from its timeless design, these low heels have the perfect adjustable buckle strap for prime comfort.

Amina Muaddi Gilda Crystal Glass Sandal ($975)

We're obsessed with the translucent detailing of these modern and sultry Italian mules, complete with crystal-adorned straps that scream "party". The sleek shoe also features Muaddi's signature flare heel that'll go with any of your celebratory dresses, from a mini slip dress to your go-to LBD.

Bottega Veneta Stretch Leather-Trimmed Mesh Pumps ($1,100)

These celebrity-favorite shoes are the epitome of style meets comfort. While they may look unassuming, these mesh pumps by Bottega Veneta are a great option for a modern date night look. They also feature precise leather insoles and tapered heels for an extra snug fit.

Naomi Parris is a fashion contributor at PS and has six years of experience in fashion, beauty, social media, and content creation. She formerly served as an editorial operations associate at PS, specializing in Fashion Week coverage, celebrity street style, exclusive designer interviews, and trend roundups.