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.
![MIssGuided Large Buckle Western Chelsea Boots](https://footwearnews.com/wp-content/uploads/2018/08/western-boots-final.jpg)
Boohoo Zip Trim Chelsea Ankle Boots
Gold details make this sleek option especially sophisticated.
![Boohoo Zip Trim Chelsea Ankle Boots](https://footwearnews.com/wp-content/uploads/2018/08/black-embellished-chelsea-boots.jpg)
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](https://footwearnews.com/wp-content/uploads/2018/08/silver-chelsea-boots-final1.jpg)
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](https://footwearnews.com/wp-content/uploads/2018/08/doc-martens-chelsea-boot.jpg)
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](https://footwearnews.com/wp-content/uploads/2018/08/suede-chelsea-boot-final.jpg)
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](https://footwearnews.com/wp-content/uploads/2018/08/white-chelsea-boots-final.jpg)
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