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The Best Women’s Chelsea Boots Money Can Buy

Meet Your New Sole Mate!

If you’re looking for boots that toe the line between effortless and sophisticated, Chelsea boots are among the most versatile styles in the world, thanks to the distinctive elastic goring at the side. Hugging snugly at your ankles, these stretchy panels make laces unnecessary and make Chelsea boots a particularly comfortable style. We highly recommend grabbing a pair (or two!) to help improve your everyday outfit game!

Below you’ll find our non-comprehensive list of the best women’s Chelsea boots on the market. No matter what your style is, we’re sure you’ll find something to love in the Chelsea boot!

Best Women's Chelsea Boot: The Thursday Boots Duchess

Best Classic Chelsea Boot: The Duchess

For an everyday, goes-with-everything slip-on, you won’t find anything better than the Duchess. Available in 10 different colors, including Black Leather and the fan-favorite Dark Olive Suede, this boot knocks it out of the park by pairing a chic look with ultra-comfy insoles & leather interior lining. With this boot, your only problem will be picking what color to go with first!

Duchess
Dark Olive Suede

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Duchess
Black

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Duchess
Black Coffee

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Duchess
Glazed Ginger

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Best Women's Chelsea Boot: The Thursday Boots Legend

Best Rugged Chelsea Boot: The Legend

Chelsea boots have been taking the world by storm lately, so it’s fitting that our Legend Chelsea boot boasts durable StormKing™ rubber lug outsoles in addition to the quality & comfort you expect from a Thursday boot. The Legend has just the right amount of flair to set your outfit apart from the pack, and because it’s built to take a beating you’re bound to love these for years and years to come.

Legend
Black Matte

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Legend
Truffle

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The Best Women's Boots: The Knockout High Heel Chelsea

Best High Heel Boot: The Knockout

Unlike most high heels that give you a pain in the arch after wearing them all day, this ready-for-anything Chelsea was designed with your comfort and mobility in mind, so you can wear them all day without worry. With a custom Poron® insole, DuraEVA™ comfort strip and glove leather interior lining, these boots were built for long days (and nights) on your feet, and with a look to die for, they’re sure to add just a punch of confidence no matter where you’re headed.

Knockout
Black Matte

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Knockout
Dark Olive Suede

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Best High Heel Boot: <a href="https://thursdayboots.com/products/womens-knockout-chelsea-boot-black-matte">The Knockout</a>

Best High Heel Boot (Part 2): The Soho

It might be cheating to include 2 "best high heels" on this list, but we couldn't leave out the Soho! Named for one of our favorite parts of New York City, the Soho boasts a tall, elegant silhouette with comfortable shock-absorbing insoles, buffed Italian leather outsoles and an upscale full-grain leather upper that's guaranteed to make an impression wherever the day takes you.

Soho
Black

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Soho
White

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Best High Heel Boot (Part 2): <a href="https://thursdayboots.com/products/womens-soho-high-heel-chelsea-boot-black">The Soho</a>

Best Dress Chelsea: The Dreamer

For the days you want to dress up your look, we recommend the Dreamer. Handcrafted with the highest quality materials and premium comfort features like Poron® insoles and glove leather interior linings, the Dreamer also boasts a leather-covered elastic goring that helps separate you from the rest of the pack.

Dreamer
Black

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Dreamer
Black Coffee

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