Top 14 Most Comfortable Heels: Expertly Tested and Reviewed

Top Pick

The Dream Pairs Pump Sandals are a timeless and comfortable choice, earning our top spot for the best comfortable heels. From the moment we started testing, they felt comfortable without any break-in period. They fit true to size, and the 3-inch heel provided the perfect height with excellent arch support. While the straps were generally comfortable, they did cause some toe discomfort during prolonged use.

With 30 color options—ranging from classic nude shades to bold glitter finishes—these heels complement nearly any outfit. Despite their elegant design, we paired them effortlessly with both casual jeans and formal dresses. After six months of regular use, they continue to impress, showing no signs of wear and maintaining their premium quality. Their timeless style and exceptional durability make them a long-lasting addition to any wardrobe. 

Heel Height: 3 inches | Size Range: 5–12 | Material: 100% suede | Outsole: Rubber

Top Choice for Daily Wear

While many heels are reserved for special events, the Everlane Day Heel stands out as a comfortable, casual option for daily wear. From the moment we tried them on, their comfort was undeniable. With a modest 2-inch heel, they provided excellent stability and felt secure on our ankles. The elastic back added flexibility, allowing our feet to move and breathe comfortably.

Made from luxurious Italian leather, these heels exude quality. Available in six elegant colors, they also offer a choice between “narrow” and “comfort” fits. While they lack significant arch support, leading to some fatigue after extended wear, their construction is solid and durable. Even after six months of use, the leather remains in pristine condition. Their manageable height and durability make them an excellent choice for those new to wearing heels.  

Heel Height: 2 inches | Size Range: 5–11 | Materials: Leather | Outsole: Leather

Top Pick for Office Wear

Finding the ideal office shoe means balancing formality, comfort, and durability for long commutes. The Vivaia Julie Pro Round-Toe Chunky Heels deliver on all fronts. After testing them in office settings and city walks, we were impressed by their comfort. The quilted footbeds offer plush cushioning and excellent arch support, while the round toe design provides just enough space for comfort without slipping. 

Available in two versions—basic and upgraded with pressure-relief insoles—these heels cater to various needs. The flexible material is ideal for wider feet, and the chunky block heel ensures stability on uneven terrain. Despite six months of wear, including exposure to harsh weather, they remain in pristine condition.  

Initially, the fabric caused blisters on the back of our feet, but with regular use, the discomfort disappeared. Over time, we could wear them for up to seven hours without any issues. Even during rushed moments, like sprinting to catch a train, the heels provided exceptional support and stability. 

Heel Height: 1.77 inches | Size Range: 5–11 | Materials: Knit blend of polyester, cotton, and recycled plastics | Outsole: Rubber

Top Pick for Bold Style

Whether you love bold patterns or prefer neutral tones, the Charlotte Stone Bell Strappy Sandals bring a vibrant splash of color to any outfit. While they may not match everything, that’s part of their charm—they’re designed to be standout rainbow statement pieces.

Beyond their striking design, these sandals are incredibly comfortable, ranking among the most comfortable heeled sandals we’ve tested. The low block heel offers the ease of flats while maintaining a polished, elevated look. The soft suede straps feel luxurious, and the memory foam insole delivers exceptional cushioning. Just be cautious with the delicate straps when putting them on or taking them off. 

Despite concerns about fading or staining, the vibrant colors remained intact even after extensive use during vacations and city outings. After six months, they still look as good as new. However, these heels are best suited for summer and come with a higher price tag, making them a significant investment for a single season. If you’re looking to add a bold touch to a monochrome wardrobe, these are an excellent choice. 

Heel Height: 2.5 inches | Size Range: 4–13 | Materials: Leather or suede | Outsole: Leather

Top Choice for Pumps

These elegant black leather pumps are the wardrobe essential you’ve been looking for. Their sleek, timeless design makes them perfect for both office wear and evening events. We found them surprisingly comfortable from the first wear, thanks to the cushioned soles, though the air cushioning took some getting used to. The high-quality leather and supportive arch construction added to their durability and comfort. 

With a 3.35-inch heel, these pumps are best suited for experienced heel wearers and may not be ideal for daily use. However, the wider heel base provides better stability than standard stilettos. Be aware that the fit is snug, and the top edge may dig into your foot, so consider sizing up. 

Heel Height: 3.35 inches | Size Range: 5–12 | Material: Leather | Outsole: Thermoplastic rubber

Top Pick for Stilettos

For those new to heels, the Inez Diana Heels are a standout choice for their comfort. Available in sizes 6 to 10.5 with three width options—slim, standard, and roomy—they’re lightweight yet durable enough for winter wear. The breathable suede material kept our feet cool even during summer evenings, and after six months, they still look pristine. 

These heels were comfortable from the first wear, needing little to no break-in time. The adjustable ankle straps provided a secure fit without causing irritation. While the toe box felt comfortable, its design made our toes look more cramped than they actually were, and we weren’t fond of the visible toe cleavage. 

While not ideal for daily commutes, these heels excelled at social events. We wore them all night without discomfort or blisters. They fit snugly and felt slightly uncomfortable with tights. The -inch heel is thin and high, so they’re not the most stable option, but the 2.8-inch version offers a more balanced alternative. 

Heel Height: or 2.8 inches | Size Range: 6–10.5 | Material: Suede | Outsole: Leather with rubber insert for grip

Top Choice for Platform Heels

These platform sandals rank among the most comfortable shoes we’ve ever worn, rivaling even sneakers. We wore them for over eight hours daily without any discomfort. True to size with an adjustable strap, they fit perfectly and remained comfortable even on humid days. The sturdy straps and excellent traction allowed us to navigate various terrains effortlessly, including wet and dry pavement, grass, sand, and more. 

While the soles lack cushioning and arch support, we experienced no arch pain during use. Their durability is impressive—after extensive summer wear, the fabric remains intact, and the soles show minimal wear. Even after six months of heavy use, they’ve only sustained minor scuffs. Cleaning is a breeze with just a damp paper towel. 

Heel Height: 2.75 inches | Size Range: 5–11 | Materials: Imitation suede, nylon camouflage, synthetic leather | Outsole: Synthetic rubber

Top Pick for Mules

These mules come in seven versatile colors, making them a perfect match for any outfit. The thick, chunky heel ensures stability and comfort, while the 2.25-inch height offers a subtle lift without being overwhelming. The cushioned soles provide excellent arch and ball support, and the traction is reliable. The open-toe and open-back design adds breathability, making them ideal for summer. 

Despite a minor scuff on the toe strap upon arrival, the overall quality is impressive. Initially, there was no rubbing, chafing, or discomfort, but after six months of use, chafing became noticeable. We recommend limiting frequent wear to avoid this issue. Nonetheless, they remain a comfortable and high-quality option. 

Heel Height: 2.25 inches | Size Range: 5–12 | Materials: Faux leather | Outsole: Thermoplastic rubber

Top Pick for Loafers

Sophisticated and versatile, Rothy’s The Lug Loafers are a stylish addition to any wardrobe. Available in black or brown, they pair effortlessly with any outfit. The 1.5-inch heel makes them ideal for casual, everyday wear, suitable for brunch, work, errands, or dinner. 

These loafers required a short break-in period, initially causing minor discomfort, but they became comfortable after a few wears. The arch support is excellent, and the padded insoles and rugged outsoles provide exceptional traction. Hidden lugs on the heel and sole add durability, making them suitable for all weather conditions. After six months of use, they show no signs of wear, and their washable fabric ensures long-lasting quality. 

While not the most breathable, these loafers offer cozy warmth, making them perfect for fall and winter. For added comfort, we recommend sizing up. 

Heel Height: 1.5 inches | Size Range: 5–13 | Materials: Knit blend of RWS-certified Merino wool and recycled plastic bottles | Outsole: Lug (rubber)

Top Pick for Sandals

A stylish yet comfortable sandal is rare, but this Dolce Vita pair shows you don’t have to compromise comfort for style. Initially skeptical about the braided straps, we were pleasantly surprised—they secured our feet without excessive pressure, offering a perfect fit. The straps were also surprisingly breathable. While they lack significant ankle support or traction, they’re suitable for office wear or events.

The lightly cushioned sole was comfortable from the start, requiring little break-in time. We appreciated the heel’s height and thickness, though the snakeskin finish wasn’t to our taste. The only discomfort occurred near the right pinky toe, which chafed after prolonged wear. 

As a summer sandal, we haven’t used them much during winter. However, after six months of occasional use, they’ve maintained their quality, and we expect them to last well over time.

Heel Height: 3.25 inches | Size Range: 5–13 | Materials: Synthetic | Outsole: Rubber

Top Pick for Wedges

Unlike many strappy sandals, the Vionic Bonita Wedge Sandals feature smooth, soft straps that allow ample airflow, preventing sweaty feet. While the toe straps felt snug at times, this is typical for such designs. After six hours of continuous wear, we were impressed by their stability and arch support. They performed flawlessly on various surfaces—grass, wood, carpet, cement, stone, gravel, and polished floors—without slipping or causing discomfort. 

These sandals are available in limited sizes (9 to 11) and come in neutral colors like black, macaroon, and gold. While the color options are few, they pair well with most outfits. Though we haven’t used them much in winter, they’ve maintained their quality over time. 

Heel Height: 4.25 inches | Size Range: 9–11 | Materials: Leather and textile | Outsole: Rubber

Top Pick for Espadrilles

Featuring a lightweight cork wedge and lace-up tie, these espadrilles are ideal for summer. They’re so comfortable that we barely noticed we were wearing heels, making them perfect for running, walking, or standing. They fit perfectly from the first wear, requiring no break-in period. The durable canvas and adjustable straps provide stability and breathability.

Wearing these shoes felt like walking on a rubber band—firm yet springy. The rubber-lined sole offers excellent traction, preventing slips. We wish our flat sandals had similar support. The adjustable ribbon allowed us to customize the fit, and we experienced no rubbing or chafing. However, the structured canvas toe may not accommodate wider feet comfortably. 

After six months of use, these shoes remain in excellent condition, as comfortable as they were on day one. The material shows no signs of wear, though the lace-up straps occasionally wrinkle. However, they flatten easily and feature leather aglets to prevent fraying. Over time, we noticed slight pinching at the base of the toes, but it was never severe enough to cause discomfort. Overall, they provide the comfort and support of a high-quality pair of flats. 

Heel Height: 3.25 inches | Size Range: 5–10 | Material: Fabric with leather lining | Outsole: Rubber

Top Pick for Pointed Heels

Pointed heels aren’t typically known for comfort, but this Nine West pair exceeded our expectations. They fit perfectly, with ample space in the toe box, and became more comfortable with each wear. They also provided solid arch and ankle support, adapting well to the shape of our feet.

The high-quality craftsmanship of these shoes was evident at first glance. The sleek, timeless suede leather upper pairs perfectly with the memory foam insole, offering exceptional cushioning. Our ankles and arches felt fully supported while walking, showcasing their excellent construction. Remarkably, they required no break-in period—we wore them for 24 hours straight, and they became more comfortable as they widened. Even after six months of use, they remain in great condition.

Our only issue lies with the heel. While not excessively high, its thin design felt slightly unstable at times. We also advise avoiding sidewalk grates, as the narrow heel could get stuck. Despite these minor drawbacks, these heels are ideal for those seeking a stylish look with kitten heel comfort. While beginners might find the spiky heel challenging, experienced heel wearers will appreciate their design.

Heel Height: 2.25 inches | Size Range: 4–13 | Material: Leather with synthetic lining | Outsole: Synthetic material

Top Choice for Premium Quality

Crafted in Italy, the Sarah Flint Perfect Pump 85s are among the finest heels we’ve ever experienced. The leather boasts a luxurious texture and appearance, radiating elegance and sophistication. With 18 styles available—including satin, suede, silk, leather, patent leather, and lace—there’s a design to suit every taste.

These heels fit true to size, offering a snug yet comfortable feel without causing rubbing or chafing. However, the toe box could be slightly wider, as our toes felt cramped initially. This is typical for pointed heels, and the discomfort faded quickly. The padded insoles provided noticeable cushioning, and despite the thick padding, the shoes remained breathable, keeping our feet cool even after hours of wear.

While these heels are undeniably expensive, their exceptional craftsmanship justifies the price. After six months of use, they remain in excellent condition, making them a worthwhile investment for those seeking comfort and durability.

Heel Height: 3.3 inches | Size Range: 4–13 | Material: 12 options, including suede, leather, calf, silk, and more; leather lining | Outsole: Leather with full rubber forepart

Final Verdict

Our top recommendation is the Dream Pairs Pump Sandals, praised for their instant comfort, exceptional durability, and classic design (available in 30 colors). For a more casual, everyday option, the Everlane Day Heel is an excellent choice. Made from 100% genuine leather, it’s one of the highest-quality pairs on our list, with a sturdy 2-inch heel perfect for daily wear.

Our Testing Process

To identify the most comfortable heels, we tested multiple pairs at home, evaluating fit, comfort, support, quality, and value. We began by inspecting the materials and construction, assessing the durability of the heels, soles, toes, and fabric.

After the initial evaluation, we wore each pair for an hour at home, performing everyday tasks to break them in. During this time, we noted the initial comfort level and any signs of rubbing, chafing, or pinching. We also evaluated the ease of walking, considering the heel height and thickness, and checked for adequate arch support.

We then wore the heels at least twice more, for two-hour intervals over two weeks, engaging in activities like traveling, shopping, errands, and walking. Throughout this period, we monitored breathability, comfort, fit, and support, noting any foot pain or discomfort and the time required for the shoes to feel fully broken in. 

To evaluate durability, we inspected the heels for wear and tear after the two-week testing period. We continued wearing the top performers for six months, monitoring their long-term performance.

Additional Comfortable Heels to Explore

Calvin Klein Larin Pump: These leather heels feature a sleek, timeless design and offer excellent support with their cushioned insole and non-slip outsole. However, we experienced some toe chafing, and the leather tore, raising concerns about their long-term durability. 

Margaux The Heel: Made from Italian Nappa leather, these true-to-size heels are a stylish and comfortable choice for both work and evening events. The snug fit, memory foam insole, and sturdy 2.5-inch heel make them suitable for extended wear, while the rounded toe offers plenty of room. However, we noticed some heel chafing, so we recommend breaking them in before prolonged use. 

How To Shop for Comfortable Heels Like a Pro

Heel Height and Shape 

Whether shopping in-store or online, you’ll notice heels come in various shapes and sizes. When choosing the right pair, consider your comfort level first. Beginners may prefer lower heels, typically between 1.5 and 3 inches. “A lower heel height is more comfortable as it places less pressure on the ball of your foot,” Steren explains. Our top pick for beginners, the Rothy’s The Lug Loafers, features a 1.5-inch heel, making them an excellent starting point. 

As you become more comfortable, you can explore taller heels, usually over 3 inches. These offer a more formal look but require some adjustment. Some styles, like the Inez Diana Heel, come in multiple heights, allowing you to choose your preferred style without compromising on comfort.

Beyond height, the shape of a heel significantly impacts comfort. Block heels, wedges, and platform sandals are generally easier to walk in than thinner heels, thanks to their wide, stable base. “A helpful trick is to choose heels with a platform—if the heel is 4 inches and the platform is 1.5 inches, the effective heel height is only 2.5 inches,” she explains. Additionally, platform sandals often have a broader base. Thinner, higher heels like stilettos are stylish but may require better balance. 

For all-day wear, Steren recommends kitten heels. These short, slightly curved heels—usually under 2 inches—are ideal for comfort. “Many women mistakenly think kitten heels are outdated, but that’s not true,” Steren says. “Look for a sleek, not-too-thick kitten heel for a modern look.”

Materials

The material of your heels affects their comfort, breathability, durability, and appearance. Most options on our list feature leather or synthetic exteriors. Vegan or faux leather offers an affordable, cruelty-free alternative but tends to be less breathable than genuine leather. For occasional wear, faux leather is sufficient, but for long-lasting quality, real leather is worth the investment. Some heels, like the Dream Pairs Pump Sandal, use suede, a soft, flexible leather variant with a unique texture, though it can be harder to clean. 

Dr. Weisenfeld recommends natural materials for better breathability and flexibility. “Natural materials like real leather expand with your foot and are more breathable than synthetic options.” Steren adds, “Supple leather heels are more comfortable than patent leather, as they mold to your foot and offer more give.”

Traction is a key factor in the sole of a shoe, as it prevents slipping and ensures stability on various surfaces. While leather soles are sleek, rubber soles provide superior traction. The Soda Account Lug Sole Sandals, with their synthetic rubber sole, delivered the best traction in our tests—we effortlessly navigated wet and dry pavement, smooth floors, carpet, grass, sand, and more.

Sizing

Choosing the correct size is essential for comfort—too tight, and you risk discomfort; too loose, and your foot may feel unstable. Sizes vary by brand, so always consult the brand’s size chart before purchasing. Customer reviews can also indicate whether the shoes run large or small. Despite these precautions, it’s wise to review the return policy beforehand. 

Beyond standard sizing, some shoes offer multiple width options. For instance, the Inez Diana Heels come in slim, standard, and roomy widths. Steren advises, “It’s best to stick to your true size—avoid sizing up or down.”

Toe Box

The toe box, the part of the shoe that encases the toes, typically comes in round, pointed, or almond shapes. While often overlooked, the toe box shape significantly impacts the comfort of heels.

Round or almond-shaped toe boxes are generally the most comfortable, offering more width and space, which prevents toe squishing. Pointed-toe heels, though stylish, are less comfortable, especially for those with bunions or hammertoes, as they taper sharply.

For those with wider feet or hammertoes, Dr. Weisenfeld suggests choosing shoes with a deeper toe box for added room. Surprisingly, the Nine West Kuna 9x9 Pointy Toe Pumps were exceptionally comfortable—despite their sharp point, our toes never felt cramped. 

Questions You Might Ask 

What type of heels are best for your feet?

Dr. Weisenfeld recommends wider heels over narrow or spike heels, as they distribute weight more evenly across the heel. She particularly favors platform sandals, which combine height with a broader base for better weight distribution. 

For width, Dr. Weisenfeld emphasizes that the vamp—the area near the bunion joint—should be the widest part of the shoe. For those with wider feet, she suggests opting for open shoes with adjustable straps.

Arch support is another critical factor, as it can alleviate pain and improve comfort. Dr. Weisenfeld praises Vionic heels, like the Vionic Bonita Wedge Sandals, for their excellent arch support and sturdy soles. 

How long do heels take to break in? 

While heels may feel more comfortable over time, Dr. Weisenfeld clarifies that you should never need to break in a shoe: “How often do we get home and realize, ‘This felt fine in the store but isn’t comfortable now?’” 

Feet tend to swell throughout the day, especially in hot or humid weather. Dr. Weisenfeld recommends shopping for shoes in the evening when your feet are at their largest. This is also practical since most events requiring heels occur at night. 

How can you make heels more comfortable?

Heels will never match the comfort of flats, as Dr. Weisenfeld explains: “It’s unrealistic to expect a shoe that doesn’t match the size or shape of your foot, with pressure concentrated on the front bones, to feel comfortable all day or night.” However, there are ways to enhance comfort.  

While insoles and orthotics can help, they may not fit well in high heels. Steren suggests using a cushion insert at the back of the shoe where the heel rests. She recommends Foot Petals, available in various colors to match any shoe. “Adding a cushion under the ball of your foot can help, but it may make the shoe tighter, so consider sizing up half a size,” she adds. 

Dr. Weisenfeld also cautions against strappy sandals, as thin straps can dig into the skin. To prevent this, she suggests wearing sheer stockings, pantyhose, or ankle socks to create a protective barrier. 

Trust Our Expertise 

This article was authored by Jamie Fischer, a contributor to Mytour. Over six months, we tested 28 pairs of heels at home, assessing them for fit, comfort, support, quality, and value. For expert advice, we consulted Dr. Lori Weisenfeld, DPM, a New York City sports podiatrist, and personal stylist Yael Steren, known for her social media presence and beauty and shopping tips.