most comfortable designer heels

9 Most Comfortable Designer Heels

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High heels will forever be a classic wardrobe piece. But, boy, we want them to be comfy so we can actually walk in them! And not only that, but we want them to be fabulous pairs too. Why? From elevating your look to just feeling more confident, there’s power in wearing high heels. Here are 9 of the most comfortable designer heels (based on reviews) for you—whether you desire a stiletto or a block heel, we’ve got you covered!

1. Manolo Silver Satin Jewel Buckle Pumps

manolo heel

Attending the Oscar afterparty? Or a grand wedding? These satin pumps with sparkling jewels are a showstopper. And according to women, they are super comfortable too. You know, as far as heels go. This means you can wear them all night without excusing yourself to sit down due to an aching foot.

When looking for comfortable designer heels, pay attention to the heel size. Generally, a smaller heel will be easier to walk in and therefore, more comfortable. These manolo shoes have a 70mm pump, which roughly equals 2.7 inches. No teetering in 4 inch heels over here!

What women are saying: “This is the perfect shoe. The heel height is perfect. It isn’t so low it screams “kitten” and it isn’t the 4-5″ heel that becomes unbearable after the first few hours. I have bunions and was worried bc these run narrow. But the leather really molds to your feet and these are THE most comfortable heels I have ever owned.”

2. M. Gemi The Lustro

Most Comfortable Designer Heels

These block heels were created by heels-expert Pasquale to become “walkable” heels. The almond toe doesn’t pinch your feet and the stylish block feature makes them easy to walk in.

The Lustro is one of the most comfortable designer heels in the high-end world of shoe fashion. It has padded insoles and leather lining with a patent leather upper. It’s handmade in Italy with high-quality materials. Don’t fear the 3.5-inch heels, because you can walk in them all day long without giving up and resorting to your backup flip-flops!

What women are saying: “Worth every penny! Not only stunning, but incredibly comfortable. This is the first time I have bought a pair of +3 inch heels and could wear them day one all day without pain or issues. Totally exceeded all my expectations!! ❤️”

3. Jimmy Choo Esther

Most Comfortable Designer Heels

Do you want longer-looking legs? Then go for the exquisite pair of Esther pumps from Jimmy Choo. It was designed with a d’Orsay silhouette to give the illusion that you have a super model’s legs. But really, we just love the timeless style, don’t we?

Plus, Jimmy Choo has a reputation for creating comfortable heels that are handcrafted in Italy with top-rate materials. Stunning, and with a timeless look, you can match these heels with your office power suit, or that cute mini black dress for that highly anticipated romantic date.

4. Bulla Cara Patent Square-Toe Loafers

Most Comfortable Designer Heels

Ooh, loafers with a heel inspired by 1970s fashion. Do you think it’s too dated? Nah. This hip and contemporary high-end shoe brand are famous for its signature heel. Not only is it super chic, but this type of heel provides sturdiness and comfort to the wearer.

Fire-engine red, square-toed, this is for stylish ladies who simply love the wider and deeper toe box that a pair of loafers can provide. You can wear them with anything from flare pants to boyfriend jeans. One of the most comfortable designer heels doesn’t have to be pumps—they can be hipster loafers, too!

5. Bottega Veneta Lido Sandals

Most Comfortable Designer Heels

Sandals made of Nappa leather with Bottega’s signature quilting and braided texture? Drool! This pair of slip-on sandals with impressive 3.5-inch heels is both snug and stylish.

With a mule silhouette and eye-popping color, this fashionista’s sandal is perfect with cropped jeans and an equally stylish top. Handcrafted in Italy, Bottega’s Lido heeled sandals have also gained quite a reputation for providing superior comfort for an all-day walkathon. Yes, that’s why they’re definitely not cheap.

What women are saying: “Fabulous heels! Perfect with an all black outfit to make the shoes pop! So comfortable!”

6. Prada Pointy Toe Pump

Most Comfortable Designer Heels

Fashion editors swear by the comfort of Prada’s timeless-looking classic pumps. The classic look can go with practically any outfit. In black or nude, this pair has a topline that gently dives low at the sides and an 85-mm stiletto heel. Beautifully slender.

The key element here is the cushioned footbed. Made in Italy, the shoes’ sole, upper, and lining are made of superior-quality leather that Prada is famous for.

What women are saying: “This is perhaps the most comfortable heels I had ever worn. I feel like the shoe is designed with human foot anatomy in mind and seems quite well designed for a heel. I have wide foot and it fits me well. It’s also a classic saffiano leather design.”

Related: 10 Ways to Dress Like You Work at a Fashion Magazine

7. Margaux NY The City Sandal

Most Comfortable Designer Heels

Made for the city, contoured for your sensitive feet. Margaux’s The City Sandal gives your silhouette a whisper of elegance while providing sheer comfort.

Run around the urban jungle and don’t be surprised if this heeled sandal will take you to places far and wide! It’s so comfy and sturdy with its chunky ankle strap and low block heel. Perfect for any casual outfit. Available in classic or bold styles and prints too!

What women are saying: “This is my second pair of City Sandals. I have the Napa rose and the navy suede. They are so comfortable and they hide my bunion! They are the only heel I can wear all day and feel like I had on sneakers. I can’t recommend them enough!”

8. Marion Parke Kitten Heel-Pump

Most Comfortable Designer Heels

Did you know that Marion Parke is a podiatric surgeon? Yes, her expertise is feet. So imagine these kitten heel-pumps made by her brand. Exactly.

This Italy-made pair (they come in 9 colors!) has the brand’s signature contoured insole. The insole is designed to adapt to the natural shape and contour of the bottom of your foot. It also features arch support to cup your heel and gives you perfect balance, as well as pillow-like comfort. So dance, run, or climb long flights of stairs if you wish!

9. Badgley Mischka Women’s Cher Pump

Badgley Mischka Women's Cher Pump

If you love the look of Manola but can’t justify the price, then Badgley Mischka is for you. Still designer quality, but way more affordable!

Whether you wear them to a fancy event or just around the house (no judgment here), these heels are stunning and could even become an heirloom piece!

What women are saying: “I am a shoe lover. These are absolutely stunning. True to color, size, fit, comfort. They fit like a glove. And so well made…I could stare at them without even wearing them and be happy. Perfect in every way. Packaging was on point. Comes very well packaged, extra jewels, heel blocks, and a dust bag.”

These best of the best shoes take the concept of comfort to a whole ‘nother level. Good thing the fashion world has some of the most comfortable designer heels so you can indulge in luxury and look fabulous without sacrificing style.

If you want to see my easy hack on how to get the Badgley Mischka or Manolo look for less, then read this next post!

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Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys, her biggest fashion critics.