21 Most Comfortable Heels To Elevate Your Style (Guide) (2024)

Comfortable, quality heels have always been something I’ve struggled to invest in. As someone who works from home, they aren’t the shoes I wear everyday. And so every time I needed a pair, I’d find myself splurging on a pair of failsafe flats or sneakers, opting for a cheap pair of heels instead.

Needless to say, many blistered toes and bruised heels later, I’ve learned my lesson.

Regardless of whether you’re a corporate boss lady who lives in heels or (like me) you only whip them out for special occasions, every woman needs at least one truly comfortable pair of heels.

Before you resist…

Comfortable heels do exist.

They’re just not easy to find. Well, for me, they weren’t. All you have to do is scroll through my favorite finds. By prioritizing things like arch support, ankle security, cushioned soles and wider heels, I’ve actually come to really love wearing heels—a sentence I never thought I would say.

I’ll always reach for my Birkenstocks or slippers (sssh, don’t tell) when working from home, but when it comes to leaving the house, a quality pair of heels has now become my secret weapon. They elevate any ensemble and effortlessly elongate your legs, but without compromising comfort (that’s the key.)

These heels actually walk the walk. And subsequently, so can we.

The 21 most comfortable heels you can actually walk, stand, and dance in

M.Gemi The Esatto: Most comfortable heels overall

Day or night, you’ll dazzle wearing The Esatto by M.Gemi—a favorite brand of ours for exquisite Italian craftsmanship. Handmade in Italy, this wear-anywhere style is delicate and timeless, offering a classically elegant high heel that you’ll run to in years to come. A trendy take without needing to splurge, your soles will thank you for choosing these comfy heels thanks to a super-soft pump and attention-grabbing style.

The quintessential pointed-toe is a popular choice that dresses up any outfit, and the 3.5-inch (90 mm) heel is that just-right spot between flats and skyscraper heels. Beautiful and classy, these high heels are a top transitional choice that will carry you through the seasons. A padded insole offers an extra level of comfort and a choice between black leather, black patent, and classic suede colorways means there’s an option for whatever you’re pairing these high heel pumps with.

Best for: Setting a new standard for high standards.

Emmy London Claudia: Most comfortable designer high heels

Renowned for its delicate designs and fiercely feminine footwear, Emmy London quickly found its feet in high-end circles—with the Claudia heel being amongst their most popular heel styles. The pointed-toe court shoe exudes a polished elegance. The padded leather insole cushions every step with cloud-like comfort. The soaring straight heel is enough to elevate any outfit, whilst transforming your legs to runway-ready heights. And the soft suede silhouette is both timeless and on-trend.

The Claudia comes in a range of Emmy London’s signature shades to fit your mood. The versatile jet-black pair dresses sultry slips and distressed denims alike. Their comfortable tan heels are perfect for dressing up your oversized blazer and impressing in the boardroom. We adore the bright red heels with matching lips when we need a slight confidence boost. Whilst their leopard print version is all about taking a (slightly daring) walk on the wild side. But regardless of hue, our best part is that we can always trust these comfortable designer heels to carry us through with effortless sophistication—without the fear of twisting an ankle trying.

Best for: European elegance.

Dream Pairs Annee Pumps: Most comfortable value heels

Dream Pairs is a go-to brand for any woman on the hunt for a sophisticated casual silhouette without a high price tag. Flattering and versatile, the Dream Pairs Annee complements jeans through to dresses, while the D’orsay pointed toe and Latex padded insole add an extra level of comfort.

The ankle strap design and chunky low heel make this chunky pump an effortlessly comfortable option for traveling from the office to the bar. While a wide range of colors means the only difficulty you’ll have is choosing which pair to buy first. Opt for the black suede for a classic look, add a hint of color with the nude pair, or subtly elevate your outfit with a dash of red lipstick and the matching red heel.

Best for: A dreamy pair and a dreamier price tag.

M.Gemi The Lustro: Most comfortable heels for walking

Leave the backup flats at home next time you’re wearing heels and walking all day because M.Gemi’s The Lustro combines everything needed from a high heel that’ll literally take the pain out of walking in heels. A 3.5-inch (90 mm) heel might look intimidating if you know you’ll be on your feet for a while but a super-cushioned and flexible shape means you’ll almost forget you’re walking taller than usual. (For an even more walkable heel, opt for the shorter iteration—The Lustro 70mm)

With their gorgeous, delicate profile, these nude block heels are beautifully crafted and supportive, with an elevated and flattering look without any kind of toe-pinching. The style and quality make these comfy heels a pair you’ll treasure for years. An almond toe and slim block heel make these incredibly walkable with excellent workmanship. Pair the warm neutral patent heels with dark-colored clothing for a fresh look, or keep it classic with the staple black patent heels.

Best for: Walking the walk.

Clarks Linnae Pump: Most comfortable heels for standing all day

If you’re in the market for a new pair of heels that refuse to let you down no matter what kind of stress you put them through, this reliable black leather pair from Clarks is a winner. No one likes waiting around but what makes it even more unbearable is a relentless throbbing pain from your heels. Clarks’ Linnae Pump has a classic rounded toe and wearable mid-height block heel that guarantees comfort for hours.

“Made for feel-good wear”, this is a heel that effortlessly dresses up raw-edge jeans, adds an extra layer of elegance to dress skirts, or provides a contemporary pairing with cropped trousers.

The brand’s ergonomic, high-density foam footbed for all-day-long comfort makes for a very cozy heel and a desk-to-dinner staple.

If you know you’ll be on your feet all day, these are the wearable heels to go for.

Best for: The last woman standing.

Gianvito Rossi Portofino Sandal: Most comfortable heels for clubbing

Gianvito Rossi is the epitome of high-quality Italian craftsmanship and the label has earned a reputation for designing some of the world’s most wearable high heels.

Reach for an ankle strap heel when you’re planning on dancing, and you’ll never look back. Sure, a classic stiletto might be the traditional choice, but once you’ve made the switch, you’ll be a long-time convert.

This Gianvito Rossi Portofino Sandal features lightly cushioned insoles set on 85mm heels for luxurious comfort. Equal parts chic and comfortable, these are the party-perfect pump to grab for a night out with friends with the confidence that you’ll go home without any of the typical high-heel pain.

Pretty and feminine, these barely-there heels are a joy to dance in, whatever the occasion. Keep the party theme going with the metallic silver colorway, or go back to basics with nude heels.

Pair with a cotton slip dress for an easy summer look that’s perfect for whatever song’s playing next.

Best for: Dancing feet are the happy feet.

Emmy London Stella: Best comfortable heels for weddings

Whether you’re the bride or just a guest, these Emmy London Stella sandals are an easy yes. From the moment we laid eyes on them, we fell in love with the versatile shoe’s quintessential elegance and wedding-worthy appeal. But the real selling point of the shoe remained a secret until we tried them on.

As one of the most comfortable heels we stepped into, the 3.2” block heel is tall and stable. While the padded insole cushions every step down the aisle. Featuring an adjustable, secure ankle strap, the only falling you’ll have to worry about is falling in love—with your partner and with this Emmy London Stella.

Mansur Gavriel: Best comfortable heels for work

Your workplace may be relaxing its dress code, but a sneaker or sandal will never be able to replace a heel in its ability to empower and impress. As our most comfortable work heels, Mansur Gavriel’s Dream Pump is as snug as our favorite flat, but it’s also a confident shoe.

The feminine bow, pump toe and glossy finish are a more sophisticated spin (or pirouette) on a ballerina classic. And we love that the walkable block heel isn’t too tall, whilst still taking our everyday office getup to new heights.

Wear the ballet-inspired Mansur Gavriel Dream Pump with an oversized blazer, to secure your client, as well as the title of office fashionista.

Cole Haan Grand Ambition Pump: Most comfortable heels for wide feet

Finding stylish and flattering shoes for wide feet can be a case of trial and error without even taking into account shoes with a heel. Breeze past the fears of sacrificing squeezed toes or numb feet with Cole Haan’s Grand Ambition Pump.

The name says it all—this pair is designed with the grand ambition to change the way you think about comfort: With its uncompromised fit, feel, flexibility, and cushioning, we’d say it’s mission accomplished.

Scientifically designed with the help of the University of Massachusetts Amherst’s Biomechanics Laboratory, these heels come with a supportive, anatomically contoured cushioned footbed and lightweight construction from the platform to the heel for overall comfort from the very first wear. With an elite comfort-level heel that’s ultra-chic and practical, these fashionable and wearable shoes take the stress out of finding wide-fit heels once and for all. Keep it simple with a black heel or add a splash of summer with a white pair.

Best for: Grand ambitions for comfort.

Castañer Carina Canvas Espadrille Wedges: Most comfortable wedge pumps

True comfort comes in the form of wedge heels, thanks to the even distribution of weight throughout the foot. Luckily, they’re also one of the biggest summer footwear trends year after year, so if you’re thinking of investing in a pair of comfortable wedge heels this month, Castañer’s espadrille wedges will be a great addition to your wardrobe. Chic, comfortable, and with a closed toe for those summer “off-pedicure” days, these wedges feel luxurious, easy, and smooth to walk in.

Available in different neutral colors, they’re a brilliant addition to your suitcase for evenings spent strolling along the promenade or laughing with family and friends at a barbecue. Pretty ribbon ties fasten securely around the ankles, allowing you to relax and enjoy your day without worrying about foot pain. Pair them with blue jeans or airy summer dresses for an easy summer solution.

Best for: Wedges of comfort.

Aquazzura Bow Tie Pumps: Most comfortable stiletto heels

Expertly sculpted in Italy from velvety smooth suede, Aquazzura’s timelessly elegant Bow Tie pumps are definitely worthy of the front row seat they’ll take in your wardrobe, ready to be pulled out at virtually all occasions (and we mean all occasions). Both the duch*ess of Cambridge and Meghan Markle make a strong case for the versatility of Aquazzura’s Bow Tie pumps— the pointy heels were spotted on many royal visits.

With a slingback strap and ladylike silhouette, the point-toe pumps comfortably rest on a 3-inch stiletto heel while the cutouts follow the natural lines of the foot and leave a glimpse of skin on show.

The high heel is fashionably wearable in a way that only Aquazurra knows how, and exudes class and style whenever they’re effortlessly slipped on. Let the bow ties at the back do the talking by pairing these with an all-black outfit, or tap into Aquazurra’s sense of fun by mixing colors, textures, and fabrics from top to bottom.

Best for: Bow tie in shoe form.

Emmy London Josie: Most comfortable block high heel shoes

Kate Middleton loves them. And so do we. Emmy London’s Josie epitomizes contemporary elegance with grace and ease. The pointed toe fits into any sophisticated soiree. The 85mm block heel adds a modern aesthetic as well an air of practical utilitarianism. Whilst the padded insole enhances the comfort of the shoe even further.

Lined with leather, the suave suede exterior runs the gamut in scintillating hues. The jet black chunky heels are perfect for pairing with your LBD for an evening affair. The lipstick red is a failsafe pick for making a vibrant entrance. Style your timelessy on-trend tweed with a Fall chocolate brown iteration. Or keep it fresh and Spring-inspired in a jade green pair in the office. Whatever your shade, these block heels are well worth adding to your rotation of exquisitely elevated but endlessly walkable heels.

Best for: The royal treatment for your feet.

Gucci: Most comfortable kitten heels

These Gucci heels are what every kitten heel should be—comfortable, chic and just a little decadent. Accented with lace and crystals, the glamorous silhouette explores the notion of femininity within the framework of empowering, comfortable footwear.

The low heel is only 1.4” high, making it the perfect choice for women who want the flattering effect of heels but don’t want to add too much height. The closed-toe heels feature an adjustable slingback buckle for customized security.

Made in Italy from premium fabrics, the Gucci kitten heel is engineered to outwalk seasons of transcending trends without breaking a heel.

Vionic Jacynda: Most comfortable slingback heels

Characterized by a signature ankle strap, slingbacks are generally more supportive than most. But even better than most, the Jacynda by Vionic is a masterclass in elegant comfort.

Featuring contoured orthotic soles and arch support, these padded shoes feel more like wearing slippers than heels. But they’re a lot more sophisticated. And while the 2.25” kitten heel isn’t very high, the pointed toe and sumptuous leather make up for it in elevated detailing.

Opt for versatile black, diamante-clad shiraz, or take a walk on the wild side in leopard faux fur. Either way, you’ll fall head over heels for these impossibly comfortable Vionic slingbacks.

Aerosoles Carimma: Most comfortable platform heels

Dress them up with a cute LBD or take them down with relaxed denims. These chunky platform sandals are easy to wear in more ways than one.

In addition to their unrivaled versatility, the Aerosoles Carimma platforms are unbelievably comfortable. The oversized block heel is super stable. While the thicker straps are soft and supportive, so that we never feel like we have to watch our step.

The exaggerated silhouette is also totally on-trend, yet the Aerosoles Carimma platforms are a failsafe, timeless purchase. We love ours so much that we’re tempted to get another pair in a different color.

Jimmy Choo: Most comfortable pump heels

As seen on the Suits star and duch*ess of Sussex, these comfortable pumps are the crowned jewel of versatile heels. From royal engagements to office meetings to lunch with the ladies, they make any ensemble look sophisticated and polished. Be it a pencil skirt or a pair of denims.

We usually pop ours on when we have back-to-back appointments or long-day events. As after much wear, we know that these 2.4” Jimmy Choo pumps are kind to our feet, thanks to the brand’s signature soft leather, padded footbed and perfect proportions.

Naturalizer Vera: Most comfortable ankle strap heels

The adjustable buckle allows for a tailored fit. And the perfectly positioned strap hits just the right spot for ample ankle support that is also stylish.

We appreciate that the medium block heel is an easy height to wear often. And the soft leather open-toe silhouette is equally comfortable.

The minimalist heel runs the gamut in signature hues. Opt for a classical colorway to maximize wearability. Or dip your toes (pun intended) into the dopamine dressing trend with a bright orange, fuschia or purple. Either way, the Neutralizer Vera Block Heel is a fashion failsafe.

New Republic Malibu Platform Sneaker: Most comfortable high heel sneakers

It might seem easier just to forego heels entirely and stick to flats if you struggle with arch issues and the Roulette-style guessing game of whether your new heels will do their job or not is something that none of us want to tackle.

Ready to party from the get-go, sneakers with heels are infinitely comfortable and breezily skip past all the frustrations out of shoe shopping. Or is that cheating?

The New Republic high heel sneakers might be the answer to your problems, helping you stay pain-free and fabulous even when your feet are determined not to play along.

Featuring a chunky platform sole for an effortless lift and TENCEL footbed for extra cushion, these platform sneakers are exactly what you need when you’re on your feet all day.

Best for: Sneaking in the world of heels.

Manolo Blahnik Maysale: Most comfortable mule heels

We can see why Carrie Bradshaw is so obsessed with the iconic label. Marrying the slip-on comfort of your favorite bedtime shoe with the refined sophistication of Manolo Blahnik heels, this suede mule is one of the most comfortable heels we’ve tried. Not to mention that they’re decidedly decadent and effortlessly versatile all at the same time.

Crafted by artisans in Italy from soft suede, the Manolo Blahnik Maysale mule has an elegant pointed toe with the brand’s signature decorative buckle topper, a backless design, and a gently fluted 2-inch kitten heel for a comfortable fit.

Koio Rose: Most comfortable heeled sandals

A quintessential addition to any women’s capsule wardrobe, these heeled sandals are equally comfortable, versatile and sophisticated. And handcrafted in Italy from Italian leather, the irresistibly smooth silhouette reflects Koio’s commitment to meticulous, sustainable craftsmanship.

The Koio Rose sandal is a shoe of many contrasts. On one hand, the delicate straps and buckles speak to an understated elegance and unimposing femininity. And on the other, the chunky block heels add a contemporary, nonchalant edge. The result is a heeled sandal that is both exciting to wear and comfortable to walk in.

Stuart Weitzman Yuliana: Most comfortable heeled boots

Renowned for its high-quality designer footwear, Stuart Weitzman is always a brand worth considering when looking for the best of the best. And while we had sky-high expectations for the label’s heeled boots, they were exceeded the moment we stepped out of the house.

Of course, we already knew we loved the look of the round toe, block-heel sock boots. But nothing could prepare us for how comfortable they were. The stretchy suede material is soft against the skin and molds to your foot. And the chunky block heel is just as comfortable as walking in flats.

The Stuart Weitzman Yuliana boots elongate your legs by 2.5 inches and you can’t even tell you’re wearing heels.

Our comfort criteria: Buyer’s guide to finding the right pair of heels

Besides assessing how easy they were to walk in, we evaluated all the heels according to Luxe Digital’s criteria for comfort:

1. Heel height, shape and style: There are many different types of heels. Some—like your wedge, block, platforms, and espadrilles—are naturally more comfortable. While others—ahem, stilettos—aren’t typically considered comfort shoes. However, we took up the challenge, and managed to find the most comfortable heels in every height, shape, and style.

1. Cushioned insoles: Does it contour to your feet? Does it provide ample cushioning? Does it absorb the shock of every step? These are the questions we asked when assessing the soles of the most popular luxury heels. Cushioned soles can be a lifesaver when it comes to comfortable heels, and a memory foam sole can be the difference between throwing a favorite pair to the back of your wardrobe or putting them on just to wander around the house for fun. If you do accidentally buy a pair of heels that are akin to sleeping on a bed of concrete, invest in some memory foam insoles to bridge the gap.
2. Toe box: Naturally, open toes are usually less restrictive and more breathable, making them the more comfortable choice in warmer seasons. However, during winter, you’ll want a closed toe that keeps your feet warm without squishing them or allowing them to float around. With a closed toe, the fit has to be perfect. Round-toe and almond-toe shoes offer more space than classic pointy toes.
3. Materials: A high-quality material like leather or suede will last infinitely longer than artificial materials. It’ll also ensure your sandals are comfier and less likely to rub against your toes. We prioritized materials that were soft, breathable, and also lightweight so that the heel doesn’t clomp when you walk.
4. Straps: Multiple straps make a huge difference when it comes to how supportive your heel is. They help secure your foot and keep it in place, so you don’t have to worry about twisting an ankle while balancing on your heel. That being said, we specifically looked for straps that were adjustable and padded.
5. Ankle support: One of the main issues you’ll find with buying heels is the lack of ankle support which, in turn, can make a relatively comfy-seeming pair quickly go downhill. We looked for elements like ankle straps and higher ankle collars to ensure that our ankles felt supported while walking around.

Frequently asked questions about the most comfortable heels