Once again, the Chelsea boot reigns as the effortless footwear choice to pair with winter’s on-trend pieces. It’s a classic year after year, so we shouldn’t be surprised.
Even so, having the right statement wares — like wide-leg jeans, studded belts, and cable knit sweaters — to complement your timeless Chelseas is just as important as owning the shoe itself. That’s why we found seven of this season’s best pieces from Levi’s, Coach, and more available in Amazon’s fashion department . Best of all, you can pair them with any of your other favorite winter shoes, too, and they start at just $13.
Sam Edelman Laguna Chelsea Boots
$160 at Amazon
After testing dozens of Chelsea boots (over the course of 237 hours!), our editors dubbed this Sam Edelman boot one of their favorite styles.

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