Ankle boots, a shoe style that returns every fall without fail, are undoubtedly one of our favorite seasonal staples. Why? The timeless shoe comes in a range of styles and colors, is flattering on everyone, plus did we mention they’re almost always more comfortable than actual heels? We curated 17 of the most fashionable booties—with an option for any budget from $35 to over $1000.
Acne Studios Jensen Suede Ankle Boots ($550) in Beige
These Acne boots are versatile, thanks to the manageable heel height and camel hue
Asos Epidemic Ankle Boots ($116) in Black
These sleek leather boots come with a chunky heel, making them perfect for everyday wear.
Chinese Laundry Indigo Girl Booties ($100) in Black
Cutout boots are ideal for transitional weather, and this edgy pair can be worn with socks or tights when the weather cools down.
Forever 21 Pointed Faux Leather Booties ($35) in Black
We’re getting serious Jill Sander vibes from these booties, which are a steal at $35.
Free People Style-Nine Ankle Boots ($178) in Brown
These Free People boots have a great worn-in vintage feel.
Dune Petra Black Pointed Chelsea Boots ($172)
Chelsea boots are definitely on our fall must-have list!
Need Supply Co. Saunders Ankle Boot ($82) in Black
These open-back boots expose a little skin, but they’re still seasonally appropriate.
Rachel Zoe Liam Buckle Booties ($395) in Black
Menswear-inspired booties like this Rachel Zoe pair will add polish to any outfit.
Roger Vivier Polly Suede Ankle Boots ($1219)
These classic suede booties by Roger Vivier are an investment piece that will still look stylish for years to come.
Sam Edelman Circus Reese Monk Strap Boot ($140) in Black
Pony-hair panels add a soft touch to these structured booties.
Stuart Weitzman The Modesto Bootie ($455) in Bordeaux Suede
This rich bordeaux color is a refreshing change from basic black or brown.
Tamara Mellon Excess Nappa Bootie ($895) in Black
A pointed toe and kitten heel give these boots a sophisticated feel.
Tibi Piper Boot ($895) in Black
We can already envision these textured stunners being a blogger favorite for fall.
Toga Pulla Buckle Boots ($495) in Black Suede
These western-inspired buckled boots make a statement worn with distressed jeans and a leather jacket.
Topshop Margot Patent Boots ($125) in Black
Go for a rocker-chic look by pairing these patent Chelsea boots with black jeans and a graphic tee.
Tory Burch Newton Bootie ($375) in Coconut/Grey
Tap into the equestrian-inspired trend with Tory Burch’s polished shoes.
Twelfth Street By Cynthia Vincent Devon Suede Bootie ($365) in Black
The heel on these suede booties is high enough to be flattering, but low enough to remain comfortable.
What is your favorite way to style your ankle boots? Let us know in the comments or tweet us @whowhatwear!