6 Stylish Chelsea Boots for Women to Buy Now — Starting at $25

Despite ever-changing trends, there’s always one boot style that remains a closet staple for fall: the chelsea boot. Equal parts chic and comfortable, the look offers an understated silhouette for easy outfit pairings and a manageable heel height that makes being on your feet all day actually bearable.

Since now’s the time to invest in a new pair, we’ve rounded up some seriously stylish options starting at just $25. Whether you’re looking for a classic look or something with a little more sass, you’re sure to find your perfect match, here.

MissGuided Large Buckle Western Chelsea Boots

Add western flair to your wardrobe with these buckle-embellished boots.

MIssGuided Large Buckle Western Chelsea Boots
MissGuided large buckle western chelsea boots.
CREDIT: MissGuided

Boohoo Zip Trim Chelsea Ankle Boots

Gold details make this sleek option especially sophisticated.

Boohoo Zip Trim Chelsea Ankle Boots
Boohoo zip trim chelsea ankle boots.
CREDIT: Boohoo

Enzo Angiolini Meezzy Suede Booties

Swap out your heels for this party-ready pick that won’t leave your feet aching throughout the night.

Enzo Angiolini Meezzy Suede Booties
Enzo Angiolini Meezzy suede booties.

Dr. Martens Flora Chelsea Boot

This pair of Doc Martens offers the best of both worlds: the unparalleled comfort you expect from the brand, as well an elevated texture that goes beyond basic leather.

Dr. Martens Flora Chelsea Boot
Dr. Martens Flora chelsea boot.
CREDIT: 6 PM

Steve Madden Dicey Suede Booties

Pair these brown suede booties with jeans and a sweater for an ultra-cozy look.

Steve Madden Dicey Suede Booties
Steve Madden Dicey suede booties.
CREDIT: Lord & Taylor

J. Adams Andi Chelsea Boot

Break up the dark colors in your closet with these white-hot booties — which also feature a slip-resistant sole for all-day stability and comfort.

J. Adams Andi Chelsea Boot 
J. Adams Andi chelsea boot.
CREDIT: Amazon

J. Adams Andi Chelsea Boot

Want more?

These Birkenstock Boots Are Currently 50% Off — Just in Time for Fall

6 Cute and Comfortable Flats Made for Wide Feet

6 Women’s Boot Trends You’re About to See Everywhere This Fall

More From Our Brands

Access exclusive content