7 Fall-Ready Ankle Boots

Kick off the cool-weather season with casual, yet chic boots that instantly add style points to any outfit. 


Unisa Ressie Bootie


One of this year’s biggest boot trends—a stretchy, sock-like top—also happens to be one of the most comfortable, with no stiff material to rub or chafe. Available in four colors. 

To buy: $109, dsw.com.

Photo by dsw.com

Marc Fisher Tune Pointy Toe Fringe Dress Bootie


A little bit country, a little bit rock and roll, this fringed pair looks best with something completely unexpected, like a feminine skirt or a long, flowy dress. Also available in black.

To buy: $139, marcfisherfootwear.com.

Photo by marcfisherfootwear.com

Zara Contrast Buckle Ankle Boots


This sleek, equestrian-inspired style is just what your weekend wardrobe has been waiting for. The oversized buckle adds just enough detail to make any jeans-and-sweater combo feel pulled together.

To buy: $50, zara.com.

Photo by zara.com


Banana Republic Canton Boot


Look to newer neutrals to keep your fall ensembles feeling fresh. This olive shade of green feels a little more surprising than customary tan, but pairs just as easily with every color palette. Also available in nutmeg and black.

To buy: $178, bananarepublic.com.

Photo by bananarepublic.com

Old Navy Ankle Strap Boot


Tried, true, and absolutely classic, a simple, flat, black ankle boot is a solid foundation for any cool-weather wardrobe. Also available in brown.

To buy: $40, oldnavy.com.

Photo by oldnavy.com

Coconuts by Matisse Camilia Suede Bootie


In pretty, go-with-everything grey and a manageable stacked heel, you’ll find yourself reaching for these booties to finish off endless outfits. Also available in black and tan.

To buy: $90, nordstrom.com.

Photo by nordstrom.com


Nine West Tanesha Pointy Toe Booties


The MVP of the ankle boot world, heeled booties in black leather work at the office, at cocktail hour, and everywhere in between (not to mention with nearly anything in your closet).

To buy: $129, ninewest.com.

Need a little outfit inspiration for your new kicks? Read our ankle boot dos and don’ts here.

Photo by ninewest.com