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An OG winter staple in my closet is my black Chelsea boots. There’s just something about a classic, black boot with a modern silhouette that will never go out of style. Time and time again, I find myself reaching for these boots for all different occasions — from running errands around the city to a nice dinner with friends. They are so easy to style and perfect for the winter season.
Whether you’re looking for a fresh pair of black boots to replace your others or are looking for a different style of black boot, consider this your sign to invest in a quality pair of Chelsea boots. To help your shopping search, we curated a list of our top picks from reputable brands we know and love.
Keep scrolling to start shopping now.
Want more fashion inspo? Check out these articles:
How to Style Black Chelsea Boots
Black Jeans + Long Pea Coat + Sweater + Black Chelsea Boots

Chelsea boots are durable and comfortable for any occasion or activity. If you want to style them for running errands on a winter day, start by throwing on your favorite black straight-leg jeans, a crew neck sweater, and a long peacoat. Complete the look with your black Chelsea boots and beanie.
Black Sweater + Mini Skirt + Tights + Black Chelsea Boots + Peacoat

If you want to dress up your Chelsea boots, this is the perfect outfit to recreate. The monochrome pieces make it feel luxe and chic. Start by throwing on some sheer tights, a mini skirt, and a black sweater. Finish off the look with your Chelsea boots, a chunky scarf, and a black peacoat.
The Best Black Chelsea Boots to Buy Right Now

Chelsea Boot in Black Faux Leather
$44.99

Tried and True Chelsea Boots
$148

Laguna Chelsea Boot
$160

Hilora Water Resistant Chelsea Boot
$170

Shante Black Leather Boots
$200

Vagabond Freya Chelsea Boots
$210

Silvana Buckle Booties
$210

Dorah Chelsea Boot
$210

Tony Bianco Harper Boot
$240

Lena Low Boots
$260

Quinn Chelsea Boot
$478

Hallie Leather Boots
$319

Bailey Studded Rain Resistant Boot
$498 $374
