Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.
1
Best Wedge
Clarks Giselle Cove Slingback Platform Wedge Sandals
1
Best Wedge
Clarks Giselle Cove Slingback Platform Wedge Sandals
Now 40% Off
Credit: Macy'sCushioned footbeds and adjustable slingback straps make these wedge sandals as comfy as they are cute. They come in three neutral colors or a bright red hue to really make a statement!
2
Best Ballet Flat
Gessica Ballet Flats
2
Best Ballet Flat
Gessica Ballet Flats
Now 64% Off
Credit: Easy SpiritNot only are these flats affordable and fashion forward but you can also ensure a perfect fit because they come in medium, narrow, wide, and extra wide widths. Plus, the faux patent leather toe and heel adds an extra touch of glamour.
3
Best Convertible Heel
The Slingback
3
Best Convertible Heel
The Slingback
Credit: Pashion FootwearA heel that converts to a flat? It sounds almost too good to be true—and yet it is! You can even choose between block or stiletto heels.
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4
Best Clog
Dansko Professional Clog
4
Best Clog
Dansko Professional Clog
Credit: NordstromIf you're on your feet all day at work, you're probably going to want to stay away from heels. These stylish clogs feature a cushy footbed and anti-fatigue rocker midsole for true all-day comfort.
5
Best Mary Jane Heels
Seychelles Lock and Key Mary Jane Heels
5
Best Mary Jane Heels
Seychelles Lock and Key Mary Jane Heels
Credit: AnthropologieMary Janes truly never go out of style—and these days they're more comfortable than ever. The stacked leather heel on this pair makes them equal parts preppy and edgy.
6
Classic Choice
Aerosoles East Side Loafer
6
Classic Choice
Aerosoles East Side Loafer
Credit: AerosolesThis 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.
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7
Best Heeled Option
Vivaia Melody 2.0 - Running Heels
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Best Heeled Option
Vivaia Melody 2.0 - Running Heels
Now 14% Off
Credit: VivaiaWho 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?
8
Best Loafer Option
Naturalizer Adiline Loafer
8
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.
9
Best Budget Option
Knit Almond-Toe Ballet Flats
9
Best Budget Option
Knit Almond-Toe Ballet Flats
Credit: Old NavyThe 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!
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10
Elasticized Back
Everlane 'The Day' Heel in Bone
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Elasticized Back
Everlane 'The Day' Heel in Bone
Credit: EverlaneThere'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.
11
600+ Reviews
Rothy's The Square Mary Jane
11
600+ Reviews
Rothy's The Square Mary Jane
Credit: Rothy'sWith 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.
12
Best Pointed Toe Option
Women's Zala Pointed Toe Pumps
12
Best Pointed Toe Option
Women's Zala Pointed Toe Pumps
Credit: Bloomingdale'sSleek, 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.
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13
Cute and Practical
Naturalizer Bay Heeled Boot
13
Cute and Practical
Naturalizer Bay Heeled Boot
Credit: ZapposWhen 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.
14
No-Slip Sole
Birdies 'The Blackbird' Flats
14
No-Slip Sole
Birdies 'The Blackbird' Flats
Credit: BirdiesThe 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.
15
Ree's Style
The Pioneer Woman Embroidered Ballet Flats
15
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. 😍
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16
Soft and Stylish
Birdies 'The Vesper' Loafer
16
Soft and Stylish
Birdies 'The Vesper' Loafer
Credit: BirdiesEveryone 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.
17
300+ Reviews
Margaux 'The Heel'
17
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.
18
Popular Pair
Allbirds Women's Tree Breezers
18
Popular Pair
Allbirds Women's Tree Breezers
Credit: All BirdsYou 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.
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19
Best Vegan Option
Birdies 'The Starling' Loafer
19
Best Vegan Option
Birdies 'The Starling' Loafer
Credit: BirdiesVegan 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.
20
Best Sneaker Option
Rothy's The Original Slip On Sneaker
20
Best Sneaker Option
Rothy's The Original Slip On Sneaker
Now 17% Off
Credit: Rothy'sIf 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 nine colors and patterns to choose from—and all without the headache of zippers and laces. You can even throw them in the wash!
Assistant Editor
Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
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