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The Best Men's Chelsea Boots (2021 Update)

One of the most versatile pieces that money can buy, Chelsea boots are unique because they’re durable enough for the toughest winter days but lightweight enough for you to wear year-round. Here are our top recommendations for guys who understand quality but don’t want to pay a high retail markup for a great looking pair of boots that are built to last.

Men's Cavalier Chelsea Boot in Tan Sandstone Suede by Thursday Boot Company

The Best Modern Chelsea Boot: The Cavalier ($190)

A sleek take on the classic Chelsea silhouette, the Cavalier will look right at home no matter what you pair it with, from your favorite suit to an old pair of blue jeans. Stylish but never stuffy, it’s also been carefully handcrafted with high quality materials to stay in form for years to come. Easy to dress it up or down, this boot is as versatile as the man who wears it.

Cavalier
Shadow Grey

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Cavalier
Sandstone

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Cavalier
Black

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Cavalier
Dark Brown Suede

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Men's Legend Chelsea Boot in Black Matte Leather by Thursday Boot Company

The Best Rugged Chelsea Boot: The Legend ($199)

Seamlessly blending form and function, this hardwearing Chelsea boot is every bit as comfortable as you’d expect from a slip-on boot but with the durability of our Rugged & Resilient collection. Handcrafted for the men who wear their boots hard, every detail was carefully selected so you can go the extra mile with confidence.

"Great boot, perfect look and great quality. I even caught someone trying to sneak a picture of the boots. I even moved them to the side for a better angle for them." — Gilbert G.

Legend
Black Matte

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Legend
Safari

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Men's Duke Chelsea Boot in Tan Honey Suede by Thursday Boot Company

The Best Casual Chelsea Boot: The Duke ($199)

This classic Chelsea boot elevates your daily wardrobe to keep you looking cool and relaxed, no matter what you pair with it. While Honey Suede has long been one of our favorite colors because of how versatile it is, the Duke comes in several different colors and leathers to ensure you find the right pair for your daily grind.

"Thursday Boot Company has found a perfect balance of high quality materials and reasonable cost." — Mark W.

Duke
Honey Suede

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Duke
Black

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Duke
Brandy

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Duke
Dark Olive

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Men's Captain Lace-Up Boot in Arizona Adobe Leather by Thursday Boot Company

Looking For More Favorites?

While we highly recommend picking up a pair of Chelsea boots, your closet wouldn’t be complete without a pair of our handcrafted lace-up boots. Made with integrity using only the highest quality materials, every pair of Thursday boots is built to go wherever the day takes you.

"Best boots under $200." — GQ

Captain
Arizona Adobe

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Captain
Black Matte

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Cadet
Walnut

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President
Mocha

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Highest Quality. Honest Prices.

Take a look at our full Men’s Boots collection to see what else we have to offer.

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