GQ Magazine Our Updated Guide to the Best Chelsea Boots

Plus: The 20 best menswear deals of the week.

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 The Best Chelsea Boots for Men Are Tall, Dark, and Handsome

By Gerald Ortiz

It might be a while since you last seriously considered the Chelsea boot. We're a few years out from the style's heyday, and much has changed in the weird, wild, and downright wacky world of menswear. But the Chelsea boot is still here, its spirit wholly undeterred by the shifting preferences of fickle footwear connoisseurs around the world.

Trends? Ha! Chelsea boot scoffs at ‘em. Ever since its mid-century rise on the streets of Swinging London, it's seen more trends come and go than it cares to remember. It earned its coveted "essential" status the hard way: by actually living up to the honorific. So bring on the funky, fur-covered mules and the trail-ready sneaker hybrids. (No, really. Bring 'em on. It's been a minute since the Chelsea boot had a nice laugh.)

What we’re really saying is this: the best Chelsea boots aren’t cool—they transcend cool. And whether you’ve got $100 or $1,000 to blow, we’ve rounded up our favorites on the market right now.

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