25 Most Comfortable High Heels 2020

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Heels can, quite literally, elevate any outfit (heh). But while they look stylish, they oftentimes come at a price: sacrificing your precious toes. Ever want to take a shoe off the second you put it on? Same. Not very fun.

While it can seem next to impossible to find a heel that’s both chic AND comfy, they’re definitely out there—even if it takes endless internet searching to stumble across ’em. Lucky for you, we’ve already done the work and compiled a list of the 25 most comfortable high heels in various silhouettes, textures, and heights. You’re sure to find at least one that works with your personality.

From mules to platforms, we have you covered with all the *actually* comfy styles you could ever ask for. Wave goodbye to achy, sore feet and say hello to your new fave heels below.

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1

this block heeled pair

The Day Heel – Black

everlane
everlane.com

$145.00

Trust me, they’re called ‘The Day Heel’ for a reason. Your feet will love you for choosing these babies in the morning.

2

these color-block mules

The Oby – Patch

Shekudo
shekudo.com

$253.00

A color-block heel moment will add a little something extra to any fall outfit this season, and the chunky heel means extra stability.

3

these leather sandals

Mindy crinkled-leather sandals

BY FAR
net-a-porter.com

$410.00

Just as comfy as your typical flip flop, but chicer, of course.

4

this cork pair

Vanessa sandal

Yvonne Kone
yvonnekone.com

€2,400.00

A thicker platform and a chunky heel will automatically make these comfier on your feet. 

5

this strappy green pair

Delfina in Lima

Zou Xou
zouxou.com

$160.00

Looking for a shoe to brighten up your ‘fit? Look no further. The straps perfectly hug your toes, so you’ll glide around all day long with no prob. 

6

these satin stilettos

Satin Stiletto Heels

Charles & Keith
charleskeith.com

$49.00

How sleek are these? An ankle strap is the best way to ensure stability in a high heel. Next time we can safely go out, I’m wearing these. 

7

this pretty blue with an acrylic heel

Epoxy Sandal

Jeffrey Campbell
revolve.com

$135.00

The only thing better than a sky blue sandal? A cute acrylic heel. 

8

these snake boots

Lauryn Stamped Snake Boots

Brother Vellies
shopbop.com

$795.00

It’s finally almost boot season! Get right into it with this gorge pair from Brother Vellies. They’ll be your new fall fave. 

9

this knot sandal

Cece Knot Heel Ankle Strap Sandal

Loeffler Randall
loefflerrandall.com

$395.00

Pair these tan sandals with a boyfriend jean and a plain white tee for a casual but dressed-up look. 

10

this simple sandal

Noles Heels

dolce vita
dolcevita.com

$100.00

Here’s a classic mule with a little twist that also comes in so many pretty prints and colors. Yeah, you’ll want them all. 

11

these shiny platforms

Stacey Platform Sandal

Marc Fisher LTD
marcfisherfootwear.com

$170.00

High-heel platforms might seem intimidating, but seriously, you’ll be able to wear these without wanting to take them off as soon as you put them on. 

12

this chain heel

70mm Yareli Mid Stiletto Sandals

Schutz
shopbop.com

$185.00

You might have noticed the return of the ankle chain. Well, the trend is also taking over comfortable heels and I’m here for it.

13

these burgundy heels

The Brava Burgundy

Bells and Becks
bellsandbecks.com

These suede and leather boots have fall written all over them. With a thick heel and a padded insole, what more could you want in a cute cold-weather shoe?  

14

this strappy sandal

Sally Ocean Sandals

Miista
bloomingdales.com

$340.00

Here’s the ultimate strappy sandal. Hugging your feet in all the right places, you’ll be scoring major compliments in these cuties. 

15

this bright red heel

Racy

Kendall Miles Designs
kendallmilesdesigns.com

$425.00

Double padding makes this pair feel heavenly, and that cutout silhouette is gorge.

16

these baby blue mules

The Felize Mule

Your prayers have been answered. These mules are exactly what you need when you’re on your feet all day.

17

this sculptured heel

Crystal Lace Up Sandals

Yuul Yie
shopbop.com

$380.00

I’m all here for a sculptural heel moment. The cushioned sole will have your toes feeling very happy. 

18

these satin slingbacks

Sable Campbell

Salone Monet
salonemonet.com

$295.00

This satin sandal will look beyond beautiful with any evening look. And zoom in on the extra cushion that’ll relieve the ball of your foot.

19

these color-block boots

Olina Booties

Sam Edelman
shopbop.com

$151.83

These patchwork boots are next level. And the curved heel will make it much easier to walk in than a straight, pointy one. 

20

these ultra high platforms

Tilah Platform

Cult Gaia
cultgaia.com

$378.00

Yes. They’re very high. But if you’re looking for drama that wont cost you comfort, these chic sandals are for you. 

21

these classic pumps

Perfect Pump 100

Sarah Flint
sarahflint.com

$355.00

A classic pump is one of those shoes we all need in our closet. This pair has a little extra padding, so no need to worry about getting the bandaids out. 

22

these ruched mules

Ava ruched leather mules

Wandler
net-a-porter.com

$450.00

In a shade of blue this pretty, you’ll never want to take these gorgeous, easy-to-walk-in mules off. 

23

these slouchy boots

Luna Black Kid Suede Calf Boots

Tony Bianco
tonybianco.com

$294.95

Don’t worry about sacrificing comfort in these shoes. The mid calf boots aren’t as scary as they look, and they’ll make all your winter outfits looking very sophisticated. 

24

this simple sandal

The Two Strap, Nude I

Rebecca Allen
rebecca-allen.com

$178.00

You’ll look so sleek in this simple yet bold heel. 

25

these two-tone booties

Koraline Bootie

CHINESE LAUNDRY
chineselaundry.com

$99.95

These chunky boots will keep your feet nice and cozy all winter long. 

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