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15 Most Comfortable Work Shoes for Women to Wear All Day

You'll want to wear 'em on the weekend, too!

By Macie Reynolds
most comfortable work shoes for women
Vivaia / Old Navy

If anyone knows the importance of comfy shoes, it's Ree Drummond. The Pioneer Woman is always on the go—chasing after her dogs, standing for hours in her kitchen to film her Food Network show, and roaming around Drummond Ranch. Emphasis on the last one, because becoming an empty nester has led to a lot of walks. Take all of that into account and it's only natural that her favorite pair of shoes (after cowboy boots, of course!) is a pair of On Cloud Running Shoes. But sadly, sneakers don't always cut it. Sometimes, you need to take your go-to footwear to the office—which is where these comfortable work shoes for women come in!

Our Top Picks

  • 1
    Aerosoles East Side Loafer

    Classic Choice

    Aerosoles East Side Loafer

    $110 at aerosoles.com
    Read more
  • 2
    Vivaia Melody 2.0 - Running Heels

    Best Heeled Option

    Vivaia Melody 2.0 - Running Heels

    Read more
  • 3
    Naturalizer Adiline Loafer

    Best Loafer Option

    Naturalizer Adiline Loafer

    Read more
  • 4
    Knit Almond-Toe Ballet Flats

    Best Budget Option

    Knit Almond-Toe Ballet Flats

    Read more
  • 5
    Everlane 'The Day' Heel in Bone

    Elasticized Back

    Everlane 'The Day' Heel in Bone

    Read more

Ahead, we've curated a list of the absolute coziest, most cloud-like options on the market. And no, we're not going to ask you to sacrifice style for comfort. Heck, several of the options we've provided are cuter than some of the non-comfy shoes we've seen! Sleek styles, fun patterns, two-tone color schemes, and printed floral designs will make you forget what you thought you knew about orthopedic (and orthopedic-adjacent) shoes. But first, you'll have to decide what you're looking for: Is a wedge heel appropriate for your workplace? How about a pair of fall-ready ankle boots? Or you can go with classic comfortable flats! Whatever it is you're after, we've likely got an option here for you—and then some.

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1
Classic Choice

Aerosoles East Side Loafer

Aerosoles East Side Loafer
1
Classic Choice

Aerosoles East Side Loafer

$110 at aerosoles.com
Credit: Aerosoles

This brand prides itself in creating shoes with innovative features that guarantee comfort—and this pair is no exception. Along with that sleek look and stylish low heel, they also have a memory foam padded footbed and a signature diamond flex outsole.

2
Best Heeled Option

Vivaia Melody 2.0 - Running Heels

Vivaia Melody 2.0 - Running Heels
2
Best Heeled Option

Vivaia Melody 2.0 - Running Heels

Credit: Vivaia

Who says you can't run in heels? It's literally in the name of these. So, they'll definitely get you through the work day. That's thanks to a dual-layered foam support system, arch comfort on the insole, a patch to keep blisters away, and anti-slip outsoles. They're also breathable and deodorizing. And did we mention that super chic square toe and chunky heel look?

3
Best Loafer Option

Naturalizer Adiline Loafer

Naturalizer Adiline Loafer
3
Best Loafer Option

Naturalizer Adiline Loafer

Credit: Naturalizer

It hardly gets more classic than wearing a loafer to the office. This ultra lightweight pair will certainly get the job done with Contour+ Comfort technology that offers a premium fit and all-day comfort with a flexible EVA sole and non-slip lug outsole. They're even available in tough-to-find sizes and widths.

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4
Best Budget Option

Knit Almond-Toe Ballet Flats

Knit Almond-Toe Ballet Flats
4
Best Budget Option

Knit Almond-Toe Ballet Flats

Credit: Old Navy

The exterior here is a soft, stretchy textured knit, and the interior is lined with—get this—memory foam. Oh, and they're only $35. We have a winner!

5
Elasticized Back

Everlane 'The Day' Heel in Bone

Everlane 'The Day' Heel in Bone
5
Elasticized Back

Everlane 'The Day' Heel in Bone

Credit: Everlane

There's something positively special about this two-tone color scheme. The manufacturer claims you can walk in these heels all day long, and there's an elasticized back for added comfort.

6
600+ Reviews

Rothy's The Square Mary Jane

Rothy's The Square Mary Jane
6
600+ Reviews

Rothy's The Square Mary Jane

Credit: Rothy's

With flats this sophisticated, who needs heels? We love the soft, cloud-like comfort of this Rothys pair, and its chic square toe and flexible strap. You can also find it in a pointed toe style.

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7
Best Pointed Toe Option

Women's Zala Pointed Toe Pumps

Women's Zala Pointed Toe Pumps
7
Best Pointed Toe Option

Women's Zala Pointed Toe Pumps

Credit: Bloomingdale's

Sleek, modern, and thoroughly stylish, these true-to-size pumps hardly look like the "comfy shoes" we've come to know. The block heel adds extra comfort, while the pointed toe imparts an air of elegance.

8
Cute and Practical

Naturalizer Bay Heeled Boot

Naturalizer Bay Heeled Boot
8
Cute and Practical

Naturalizer Bay Heeled Boot

Credit: Zappos

When fall comes along, you're going to want a boot you can count on. This waterproof pair, which features a side-zipper closure and flexible rubber outsoles, will get you through the bad weather and look cute under your desk.

9
No-Slip Sole

Birdies 'The Blackbird' Flats

Birdies 'The Blackbird' Flats
9
No-Slip Sole

Birdies 'The Blackbird' Flats

Credit: Birdies

The herringbone pattern on these woven raffia flats is too cute and reminiscent of vintage styles from decades ago (in a good way!). A no-slip rubber sole gives them added traction.

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10
Ree's Style

The Pioneer Woman Embroidered Ballet Flats

The Pioneer Woman Embroidered Ballet Flats
10
Ree's Style

The Pioneer Woman Embroidered Ballet Flats

Credit: Walmart

A slight heel gives these ballerina flats a little extra support, while the faux leather is soft and offers a nice amount of give. Of course, we're most smitten with that floral design. 😍

11
Soft and Stylish

Birdies 'The Vesper' Loafer

Birdies 'The Vesper' Loafer
11
Soft and Stylish

Birdies 'The Vesper' Loafer

Credit: Birdies

Everyone needs one good pair of loafers, and this buttery soft pair is an excellent choice. The suede molds to your feet for a "hug-like fit," according to the manufacturer.

12
300+ Reviews

Margaux 'The Heel'

Margaux 'The Heel'
12
300+ Reviews

Margaux 'The Heel'

Credit: Margaux

Looking for an elegant block heel that won't give you blisters? Look no further. This versatile pair comes in a few different patterns and is both comfy and utterly fabulous.

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13
Popular Pair

Allbirds Women's Tree Breezers

Allbirds Women's Tree Breezers
13
Popular Pair

Allbirds Women's Tree Breezers

Credit: All Birds

You know you can trust Allbirds for a comfy shoe, and these Tree Breezers do not disappoint. They're made of lightweight, breathable eucalyptus fiber, and the collar is ribbed for a streamlined fit.

14
Best Vegan Option

Birdies 'The Starling' Loafer

Birdies 'The Starling' Loafer
14
Best Vegan Option

Birdies 'The Starling' Loafer

Credit: Birdies

Vegan materials, a no-slip sole, and a fluffy velvet fabric make these shoes a must-have. We love the inviting, textured look of the shoe pad.

15
Best Sneaker Option

Rothy's The Original Slip On Sneaker

Rothy's The Original Slip On Sneaker
15
Best Sneaker Option

Rothy's The Original Slip On Sneaker

Now 25% Off
Credit: Rothy's

If you want to go for a casual feel, these slip-ons are your best bet. They're supportive and stylish with no break-in period and 15 colors and patterns to choose from—and all without the headache of zippers and laces. You can even throw them in the wash!

Headshot of Macie Reynolds
Macie Reynolds
Assistant Editor

Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.

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