All products and services featured are independently chosen by editors. However, Footwear News may receive a commission on orders placed through its retail links, and the retailer may receive certain auditable data for accounting purposes.
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.
Boohoo Zip Trim Chelsea Ankle Boots
Gold details make this sleek option especially sophisticated.
Enzo Angiolini Meezzy Suede Booties
Swap out your heels for this party-ready pick that won’t leave your feet aching throughout the night.
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.
Steve Madden Dicey Suede Booties
Pair these brown suede booties with jeans and a sweater for an ultra-cozy look.
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
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
