These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (2024)

Table of Contents
Our Top Picks Best Ankle Boots on Amazon Best Chelsea Ankle Boots Best Western Ankle Boots Best Ankle Rain Boots Best Hiking Ankle Boots Best Zipper Fastened Ankle Boots Best Square-Toe Angle Boots Best Chunky Sole Ankle Boots Best Patent Leather Boots Amazon Essentials Microsuede Ankle Boot Amazon Essentials Microsuede Ankle Boot Everlane Italian Leather Chelsea Boot Everlane Italian Leather Chelsea Boot Dr. Scholl's Lawless Block Heel Ankle Boots Dr. Scholl's Lawless Block Heel Ankle Boots Dolce Vita Linny H2O Waterproof Boots Dolce Vita Linny H2O Waterproof Boots Danner Adrika Lace-Up Ankle Boots Danner Adrika Lace-Up Ankle Boots Vince Women's Hilda Black Leather Ankle Boots Vince Women's Hilda Black Leather Ankle Boots Maguire Mora Black Leather Chelsea Boot Maguire Mora Black Leather Chelsea Boot Marc Fisher Padmia Lug Sole Chelsea Boot Marc Fisher Padmia Lug Sole Chelsea Boot Naturalizer Madalynn Patent Black Leather Bootie Naturalizer Madalynn Patent Black Leather Bootie Kork-Ease Mindo Kork-Ease Mindo Ugg Classic Ultra Mini Boots Ugg Classic Ultra Mini Boots Vionic Shantelle Gray Suede Ankle Bootie Vionic Shantelle Gray Suede Ankle Bootie Dansko Maria Clog Boots Dansko Maria Clog Boots Larroude Nicole Lo Boot In Brown Suede Larroude Nicole Lo Boot In Brown Suede Women's Aimee Short Boots Women's Aimee Short Boots References
These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (1)

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There's something almost magical about ankle boots. They're put together without being too fussy, and the right pair can bestow a little added support and lift. Thankfully, we're seeing more thoughtful features like cushioned footbeds, arch support, soft interior lining, and sturdy soles for traction. Durable materials and a generous fit also contribute to the walkability factor. If you're looking for a little lift, don’t worry—height doesn’t mean pain anymore! Block heels are ideal for a long day of being on your feet. Comfortable heel and platform bootie styles with the aforementioned technology exist, too.

Our Top Picks

The best part? Ankle boots effortlessly pair with almost any outfit. Need something to go with your new high-waisted pants? Check. Perhaps you're more of a skirt person. Also fine. You can, of course, always style them with your favorite jeans as well. Heading into fall, you'll likely need a pair of transitional ankle boots to replace the comfortable sandals and espadrilles you've been wearing all summer. Trust us: No matter the season, we're certain you'll get a ton of wear from these most comfortable ankle boots.

    1

    Best Ankle Boots on Amazon

    Amazon Essentials Microsuede Ankle Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (12)

    1

    Best Ankle Boots on Amazon

    Amazon Essentials Microsuede Ankle Boot

    Wear this versatile suede-like bootie, which is available in wide options, with everything from denim to floaty floral dresses. The stacked heel gives you a lift, while the padded footbed supports each step.

    2

    Best Chelsea Ankle Boots

    Everlane Italian Leather Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (13)

    2

    Best Chelsea Ankle Boots

    Everlane Italian Leather Chelsea Boot

    You won't regret investing in these Everlane Chelsea boots. While the cushioned footbed guarantees comfort inside, the outside is made from a beautiful, supple Italian leather, and the gum sole provides traction.

    3

    Best Western Ankle Boots

    Dr. Scholl's Lawless Block Heel Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (14)

    3

    Best Western Ankle Boots

    Dr. Scholl's Lawless Block Heel Ankle Boots

    Now 26% Off

    You'd never guess that these stylish black ankle boots were from Dr. Scholl's, thanks to a modern Western-inspired silhouette complete with an almond toe and block heel. Inside, a memory foam footbed guarantees all day support and comfort. They also come in white, tan, and brown, as well as wide sizing.

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    4

    Best Ankle Rain Boots

    Dolce Vita Linny H2O Waterproof Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (15)

    4

    Best Ankle Rain Boots

    Dolce Vita Linny H2O Waterproof Boots

    These stylish tan suede ankle boots are fully waterproof, so you don't have to worry about unpredictable weather. They also come in five dreamy fall colors, from black leather to olive suede. Because they go to a size 13W and have wide options, the Linny H2O booties are also a smart choice for larger or wide feet.

    5

    Best Hiking Ankle Boots

    Danner Adrika Lace-Up Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (16)

    5

    Best Hiking Ankle Boots

    Danner Adrika Lace-Up Ankle Boots

    Your feet will thank you for this one! These Danner boots feature an ortholite footbed for maximum support and a special lining to keep your feet dry.

    6

    Best Zipper Fastened Ankle Boots

    Vince Women's Hilda Black Leather Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (17)

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (18)

    6

    Best Zipper Fastened Ankle Boots

    Vince Women's Hilda Black Leather Ankle Boots

    Now 44% Off

    If you're looking for a comfortable heeled bootie, these gorgeous Vince shoes come above the ankle and have a modern small heel for stability. It's just the right amount of lift to support your arches.

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    7

    Best Square-Toe Angle Boots

    Maguire Mora Black Leather Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (19)

    7

    Best Square-Toe Angle Boots

    Maguire Mora Black Leather Chelsea Boot

    Now 31% Off

    Maguire's square-toe silhouette gives a modern touch to these otherwise timeless classic Chelsea boots. They make a fabulous everyday style, and also come in brown or white leather. We also like that you can slip in and out of them.

    8

    Best Chunky Sole Ankle Boots

    Marc Fisher Padmia Lug Sole Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (20)

    8

    Best Chunky Sole Ankle Boots

    Marc Fisher Padmia Lug Sole Chelsea Boot

    Now 60% Off

    From the pull-on style to the platform grip lug sole, these suede Chelsea boots offer thoughtful details. Did we mention that they're seriously marked down right now?

    9

    Best Patent Leather Boots

    Naturalizer Madalynn Patent Black Leather Bootie

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (21)

    9

    Best Patent Leather Boots

    Naturalizer Madalynn Patent Black Leather Bootie

    Now 35% Off

    Glossy patent leather belies the fact that this chunky block-heel style has a cushioned insole and thermal sock lining to keep your feet warm. Plus, it's available in a range of widths.

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    10

    Kork-Ease Mindo

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (22)

    10

    Kork-Ease Mindo

    Now 36% Off

    We predict this pull-on style in worn-in brown leather will be your go-to for casual looks. The stacked heel gives you a slight lift, and the lightly cushioned insole provides relief.

    11

    Warmest Ankle Boots

    Ugg Classic Ultra Mini Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (23)

    11

    Warmest Ankle Boots

    Ugg Classic Ultra Mini Boots

    Nothing screams comfort like slipping your cold toes into the furry interior of an Ugg boot, and ah, you feel like you're walking on clouds. Perhaps they're not your go-to office shoe, but if all you are after is comfortable ankle boots, then these are the winners.

    12

    Best for Arch Support

    Vionic Shantelle Gray Suede Ankle Bootie

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (24)

    12

    Best for Arch Support

    Vionic Shantelle Gray Suede Ankle Bootie

    Don't let the sleek style fool you: These block heel ankle booties are waterproof and have a grippy rubber sole for added traction. A removable EVA insole provides all-day arch support.

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    13

    Best Clog Boots

    Dansko Maria Clog Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (25)

    13

    Best Clog Boots

    Dansko Maria Clog Boots

    Now 14% Off

    Clogs have been quietly trending the past few seasons, and if you're intrigued but don't want to go all in yet, try these suede boots with wood-look bottoms. In addition to offering stability, Dansko's leather footbed with arch support alleviates pain.

    14

    Best Suede Ankle Boots

    Larroude Nicole Lo Boot In Brown Suede

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (26)

    14

    Best Suede Ankle Boots

    Larroude Nicole Lo Boot In Brown Suede

    We love the zipper detailing on Larroude's suede ankle booties. The low heel provides arch support, while a memory foam insole provides all-day comfort and support.

    15

    Most Versatile Ankle Boots

    Women's Aimee Short Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (27)

    15

    Most Versatile Ankle Boots

    Women's Aimee Short Boots

    These suede shoes not only look stylish but provide both support and comfort with how they grip your feet. The short heels will elevate your overall look without tiring your legs.

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (28)

    Sara Klausing

    Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (2024)

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