Most Comfortable Heels for Every Occasion

We have researched 13 heels for you.

Strutting in heels doesn't have to be a painful affair. For those who love the confidence boost that comes from a little extra height but dread the thought of aching feet, we've put together a collection of footwear that marries style with comfort. Our team has scoured the market, looking for options that let you glide through your day without missing a step.

From the workweek hustle to weekend festivities, these selections ensure your comfort isn't compromised. We've tested various designs, cushioning technologies, and heel heights to find those elusive models that truly stand up to hours of wear. Whether you're after a classic pump or a modern silhouette, our list aims to help you elevate your wardrobe without sacrificing your well-being.
To simplify the price comparison, we determine the prices for the individual articles on Amazon, Ebay and other shops and link the offers via partner links where applicable. This means that we receive a commission if you buy something that we recommend - the price does not change for you.

What to Look for in Most Comfortable Heels

Important criteria

  • Ergonomic design
  • High-quality cushioning
  • Arch support
  • Heel stability
  • Toe box room
  • Breathable materials

1.) Heel Height and Design

When selecting the most comfortable heels, consider the height of the heel. Generally, a heel height of 1-3 inches is more comfortable for extended wear as it puts less strain on the arch of your foot. Additionally, a chunky heel or a wedge can provide better stability compared to stilettos, distributing your weight more evenly and reducing pressure on the front of the foot. Look for heels with a gradual incline rather than a steep drop. Shoes with platforms at the front can also offset some of the heel height, making them easier to walk in comfortably.

2.) Material and Construction

Choose heels made of high-quality materials, such as genuine leather or soft textiles, as they tend to adapt to the shape of your feet, reducing the likelihood of blisters and discomfort. The construction of the shoe also matters; well-crafted shoes with additional cushioning and support, particularly in the insole and arch area, contribute significantly to comfort. Shoes with flexible soles can also improve comfort, as they allow for natural foot movement. Avoid rigid materials and soles that might restrict your foot and lead to pain.

3.) Fit and Toe Box

A correct fit is crucial for comfort when it comes to heels. Shoes that are too tight can cause pain and blisters, while shoes that are too loose may lead to instability and foot fatigue. Ensure there's a small gap between your longest toe and the end of the shoe. The toe box should be roomy enough to allow your toes to spread naturally without being squished, but not so wide that your foot slides forward with each step. If you have wide feet, consider brands that offer wide-fit options.

4.) Adjustable Features and Supportive Elements

Look for heels with adjustable features such as straps or laces, which can help secure the foot and provide a customized fit. Heels with ankle straps can reduce the workload on your toes, preventing them from over-gripping. Supportive elements like padded footbeds, orthotic-friendly insoles, and reinforced heel counters can enhance comfort. Also, consider shoes with anti-slip outsoles to improve traction and overall stability, which is particularly important for high-heels.

The Most Comfortable Heels of our Choice

Our Pick
DREAM PAIRS Womens Chunkle Low Heel Pump
DREAM PAIRS Womens Chunkle Low Heel Pump
Type/Color: Gold Glitter Size: 7.5
  • Block Heel: 2.2-inch heel for comfort.
  • Buckle Strap: Wide strap with elastic detail.
  • Comfortable Insole: Cushioned latex for support.
  • Non-Slip Outsole: TPR outsole for stability.
  • Versatile Design: Trendy sandals for everyday look.
$ 28.59 *
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on Amazon
2
LifeStride Women's Charlotte High Heel Sandals
LifeStride Women's Charlotte High Heel Sandals
Type/Color: Black Size: 7
  • Soft System comfort package for all-day support.
  • Provides flex and cushioning for added comfort.
  • Traction sole for extra stability while walking.
  • Available in Medium and Wide Widths for better fit.
  • Just Right Height 3 inch heel for comfortable elevation.
$ 49.99 *
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3
Naturalizer Womens Brenta Heeled Sandal
Naturalizer Womens Brenta Heeled Sandal
Type/Color: Black Size: 6.5 Wide
  • Heeled sandal with strappy details and platform sole
  • 3 1/4 inch heel for all day comfort
  • Women's shoes with manmade upper and round toe
  • Dressy sandal with solid or rhinestone straps
  • Consciously packaged shoe boxes made of recycled materials
  • Fashion sandal designed with sustainable materials
  • Suitable for indoor, outdoor, weddings, parties, events
  • Inclusive size range available for comfortable fit
$ 39.66 *
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4
Ankis Platform Heels 4 Inches Chunky
Ankis Platform Heels 4 Inches Chunky
Type/Color: E- White Pu Size: 8
  • Memory foam toe straps for ultra comfort
  • 7 lace holes ensure true size fitting
  • Ergonomic arch support for easy walking
  • 4in chunky heels for perfect height boost
  • Variety of colors for chic appearances
  • Ideal for events like proms and weddings
$ 49.99 *
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on Amazon
5
DREAM PAIRS Womens Open Toe Ankle Strap
DREAM PAIRS Womens Open Toe Ankle Strap
Type/Color: Nude/Suede Size: 10
  • Rubber sole
  • Order half size up for better fit
  • Heel measures 2.5 inches
  • Ankle strap with adjustable buckle
  • Latex padded insole for comfort
$ 39.99 *
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6
DREAM PAIRS Women's Angela High Heel Chunky
DREAM PAIRS Women's Angela High Heel Chunky
Type/Color: Black-pu Size: 9
  • 3-Inch block heels for comfort and stability.
  • Latex footbed for cushioning and support.
  • Round-toe silhouette is wide-feet friendly.
  • Adjustable ankle strap for a comfortable fit.
  • Style with dresses for an elegant look.
$ 39.19 *
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7
DREAM PAIRS Women's Black Square Toe Heels
DREAM PAIRS Women's Black Square Toe Heels
Type/Color: Black Size: 8
$ 36.99 *
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8
DREAM PAIRS Nude Heels for Women Block
DREAM PAIRS Nude Heels for Women Block
Type/Color: Nude Size: 6
  • Comfortable retro heel with platform
  • Soft PU insole for all-day comfort
  • Adjustable straps for easy wear
  • Elongating effect for longer legs illusion
  • Timeless chic style in classic colors
$ 32.09 *
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9
DREAM PAIRS Women's SDPU2230W Edena Chunky Closed
DREAM PAIRS Women's SDPU2230W Edena Chunky Closed
Type/Color: Nude Size: 8
  • Work Essential Shoes: Heeled pumps designed for all-day comfort.
  • Comfortable Insole: 3-layer insole with soft foam.
  • Comfortable Lining: Foam lining for protection and comfort.
  • Stable Footing: Low block heel for added height.
  • Classic Style: Round toe style with PU leather upper.
$ 32.90 *
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10
DREAM PAIRS Women's Invest High Heels Platform
DREAM PAIRS Women's Invest High Heels Platform
Type/Color: Gold/Glitter Size: 8.5
  • Decorative rhinestones for stylish look
  • Open-toe design and rhombus mesh for breathability
  • Slingback ankle strap with adjustable buckle closure
  • Platform elevates ball of feet for added comfort
  • Stiletto heel creates long and lean look
  • Durable rubber sole for long-lasting wear
  • Latex padded insole for extra comfort
  • Measurements: Heel height: 4", Platform height: 1"
$ 46.99 *
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11
DREAM PAIRS Women's Sdpu2350w High Heels Pumps
DREAM PAIRS Women's Sdpu2350w High Heels Pumps
Type/Color: White-pu Size: 7
  • Perfect Fit: Asymmetric instep strap provides secure fit.
  • Walk With Comfort: 3 inch heel with German sole for confident walking.
  • Cushioned Insole: Fabric-covered latex insole for comfort and support.
  • Classic & Timeless: Pointed toe adds elegance to outfits.
  • Fashionable Touch: Versatile style suitable for various occasions.
$ 43.99 *
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on Ebay
12
Naturalizer Womens Anna Pointed Toe High Heel Pumps
Naturalizer Womens Anna Pointed Toe High Heel Pumps
Model: G5091LC Size: 8.5
  • Women's pointed toe pump with comfortable heel
  • Leather, metallic leather, suede or fabric upper
  • 3 inch heel with slip on fit and non-slip outsole
  • Contour+ technology for premium fit and all-day comfort
  • Consciously packaged: recycled paper + soy-based ink
  • Perfect for work, office, business casual, cocktail party
  • Available in inclusive range of sizes and widths
$ 119.95 *
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on Ebay
13
DREAM PAIRS Women's Platform Heels Chunky Round
DREAM PAIRS Women's Platform Heels Chunky Round
Type/Color: Nude-nubuck Size: 7
  • Vacation Vibes: Holiday theme sandals with raffia detailing.
  • Platform & Chunky Heels: Create beautiful leg line.
  • Slip-Resistant TPR Sole: Durable for leisurely activities.
  • Enhanced Comfort: 4mm cushioned insole.
  • Casual Yet Elegant: Perfect for various occasions.
$ 33.99 *
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on Amazon
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on Ebay
* All prices incl. VAT, plus shipping if applicable. Prices, delivery times and costs may change in the meantime. The selection of products was made independently of the manufacturer and without any claim to completeness. All links to products are external partner links through which we may receive compensation. All information without guarantee.

Top Picks for Luxurious Comfort in Heels

Fashion-Forward Professionals
Style meets comfort with our selection of heels designed for the working professional. Step into confidence with designs that transition seamlessly from the office to evening events without compromising on comfort.
Wedding Attendees
Celebrate special occasions with ease. Our curated heels ensure you can dance the night away and toast to love without the typical discomfort that comes from formal footwear.
Daily Comfort Seekers
For those who prioritize comfort in their daily hustle, we've selected heels that offer a plush feel with every step. No need to sacrifice style, our choices prove you can have it all.

Questions You Might Ask

When selecting a heel height, consider your comfort level, experience with wearing heels, and the occasion. For daily wear, a lower heel (1-2 inches) may be most comfortable. For special events, you might opt for a higher heel (3 inches or above). Also, consider your foot arch and whether you'll be standing for long periods.
To ensure a proper fit, measure your feet at the end of the day when they are at their largest. Try the heels on with the type of hosiery you'll wear with them. Walk around to make sure there's no slipping or pinching and that your foot is secure without any excess pressure on any area.
For added stability, opt for heels with a wider base, such as block heels or wedges. Platform heels can also offer more support. Avoid stilettos or very narrow heels if stability is a primary concern.
Yes, but choose wisely. Look for heels with good arch support, cushioning, and a comfortable toe box. Consider lower heels and consult with a podiatrist or shoe specialist for recommendations on insoles or orthotics that can provide additional support.
Leather and suede are generally good material choices for heels as they offer durability and can mold to your feet over time. Avoid hard plastic or non-breathable materials that don't give or allow air flow, as they can cause discomfort and foot issues.

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How to Choose the Most Comfortable Heels

Teetering on towering stilettos or suffocating in skinny pumps is a story all too familiar for many. Yet, you needn't sacrifice comfort for that chic, elevated look. In this guide, we'll reveal the secrets to finding heels that offer both style and comfort, so you can strut with confidence and enjoy every step.

Understanding Heel Comfort

Comfortable heels may sound like an oxymoron, but they're not a myth. The key lies in understanding the elements that contribute to a pain-free experience. Look for heels with adequate cushioning, arch support, and a stable base. These help distribute your weight evenly, reducing pressure on the front of your feet.
Consider the heel height as well. Heels between 1-3 inches are typically the most manageable. Beyond 3 inches, the slope of the shoe can place undue stress on the balls of your feet and your lower back. Always try on different heights to find what feels right for your body.
Materials matter too. Softer materials like suede or leather can mold to the shape of your foot, reducing the risk of blisters and discomfort. Additionally, flexible soles can alleviate the strain of walking by allowing your foot to move more naturally.

Key Features to Look For

When shopping for comfortable heels, prioritize shoes with a padded footbed or insole. This extra layer of cushioning acts as a shock absorber, providing a plush platform for your feet. A rounded or almond-shaped toe box gives your toes room to breathe and prevents cramping, in contrast to pointy-toed styles.
A chunky heel or wedge will offer more stability than a stiletto, reducing the risk of ankle twists and sprains. Ankle straps or a T-strap design can also prevent your foot from slipping and help keep the shoe securely on your foot without the need for tightening your toes.
Don't overlook adjustable features such as laces, buckles, or Velcro straps. They allow for customization to snugly fit your foot's unique shape and size, which is especially beneficial for those with narrow or wide feet.

Fit and Break-In Period

When it comes to heels, fit is paramount. Do not settle for a size that pinches, hoping it will stretch out. Your heel should fit snugly in the shoe without any slipping, and you should have a bit of wiggle room for your toes. Remember, feet can swell during the day, so it's best to try on heels in the afternoon when your feet are at their largest.
Even the most comfortable heels may need a break-in period. Start by wearing your new heels around the house for short intervals. This tactic helps you adjust to the feel of the shoe and allows the material to stretch naturally to the form of your foot.
If after a reasonable period the shoe still feels tight, consider taking them to a professional cobbler. They can often stretch shoes in specific areas for a better fit or add additional cushioning where needed.

Maintenance for Continued Comfort

Taking good care of your comfortable heels will extend their life and maintain their comfort. Use shoe trees to keep the shape of the heel and avoid creasing. If your heels are made of leather or suede, treating them with protector sprays can prevent water damage and staining.
Replace worn-out insoles or add additional cushioning inserts for continued support. It's also wise to periodically check the heel tips. Worn heel tips can cause an uneven gait which can be uncomfortable, so replace them before they wear down too far.
Lastly, rotate your heels regularly. Wearing the same pair every day can cause them to wear out faster and also puts continuous stress on the same points of your feet. Alternating shoes gives them time to air out and reduces the chance of developing foot ailments.

Hands-on Reviews and Recommendations from Discussion-Boards

This section of the article presents a curated list of the most relevant online resources for discovering the most comfortable heels. The resources have been meticulously selected and are organized into four distinct categories for ease of navigation: expert reviews, forum discussions, Reddit threads, and video content. Each category aims to provide valuable insights and diverse perspectives to help readers make informed decisions about their footwear choices.
Aquatalia is really comfortable and good leather. Gentle Souls (Kenneth Cole). Some Jeffrey Campbell though fewer and fewer each year (why do so...
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In general, block heels and round/square toes will be more comfy than stilettos and pointy toes. Most people can easily wear up to a 3in heel. I ...
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My personal most comfortable heels are the Sarah Flint Perfect Pump 100 which have really great arch support. ( Comfort in heels depends on good...
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Stilettos can be comfortable if well made, but in general are less comfortable. Pay attention to the arch. Does your foot have a gap between the ...
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I find Nina brand pretty comfortable in general, not sure if they have block heels but I think they have some thicker ones!
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Are These Amazon Best-Rated High Heels Comfortable ...
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to Amazon reviews, Dream Pairs Heels are one of the most comfortable high heels ... Ally Shoes Review - These Are The Most Comfortable Pumps , And ...

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