If there's one boot that's made for walking, it's definitely the Chelsea boot. This classic style was popularized in the mod-era 1960s, and has been rocking the sidewalks in all the years since. Scoop up one of these pairs now as your new fall go-to, and you'll be wearing them for many seasons to come.
Steve Madden Nylie Chelsea Boots
$110 BUY NOW
For a basic black boot that won't break the bank, this Steve Madden style makes an excellent choice. It's highly rated for its seasonless design (you can wear it both sundresses and jeans!), and the slightly distressed nubuck has a more distinct feel.
Marc Fisher LTD Yale Chelsea Boots
$180 BUY NOW
Go sleek and chic in Marc Fisher LTD's take on the Chelsea boot. Sharp lines lend a clean finish to casual sweaters and jeans, and the crocodile embossing makes these look even more luxe.
Madewell Chelsea Booties
$210 BUY NOW
You can always count on Madewell for top-notch craftsmanship at an affordable
price. We look forward to their boot
designs every year! This Chelsea style
features pebbled leather, which is
better at hiding scratches, and has a
simple design that you can rock literally
Joie Barlow Booties
$325 BUY NOW
If you like your Chelsea boots with a lower ankle shaft, don't miss this style by Joie. It's designed with a slimmer, more refined look that's great for cuffed skinny jeans or feminine fall dresses.
Diane von Furstenberg Jena Chelsea Bootie
$348 BUY NOW
Metal studs not only cover the stretch panels on this DVF boot, but they also bring a rock-and-roll vibe to the classic Chelsea look. The flat heel is perfect for daytime activities, and it's finished with a subtly pointed toe.
Emu Australia Ellin Wool Boots
$200 BUY NOW
Fashion meets function with these boots by Emu Australia. The leather upper is actually waterproof (🙌 ), and they're lined with merino wool for extra warmth on chilly days. It's the ultimate fall and winter shoe.