The Best Fall Ankle Boots—Period

last updated 13 August 2019

After a long, warm summer, there’s nothing we look forward to more than slipping on our favorite shoes (ankle boots, duh) and pairing them with everything from jeans to dresses to skirts. Next comes piling on the layers, but it’s still too soon for that one. Plus, it’s not really fall without a ~~good~~ great pair of shoes, and with the anticipated season just around the corner (15 days!), we found it to be a fitting time for our roundup. That’s why we searched all our favorite retailers to bring you the best in booties this season. From statement styles in every form—velvet, animal print, embellishments—to simple and sleek pairs in neutral colors that will blend seamlessly into your wardrobe, we’ve got something for everyone. Your only problem might be narrowing down your favorites to just one (or two).

Ready to snag a pair for yourself? Shop our picks below, and then check out how to wear ankle boots with socks.

Aquazzura + Baroque Embossed Velvet Ankle Boots

Aquazzura

Baroque Embossed Velvet Ankle Boots

Just when we thought it couldn’t get better than velvet ankle boots, Aquazzura went ahead and embossed them.

Balenciaga + Patent-Leather Ankle Boots

Balenciaga

Patent-Leather Ankle Boots

These will look so good with cropped jeans.

Gucci + Leather Mid-Heel Ankle Boot

Gucci

Leather Mid-Heel Ankle Boot

Statement boots will make all those all-black outfits instantly more interesting.

Isabel Marant

Python-Stamped Danae Boots

When it comes to matching, animal prints act as neutrals, so you can get so much use out of these boots.

Jeffrey Campbell + Cienega Ankle Boot

Jeffrey Campbell

Cienega Ankle Boot

Haven’t you heard? Brown is back.

Loeffler Randall

Isla Embroidered Booties

We’re obsessed with this embroidery.

Prada + Tapered-Toe Ankle Boots

Prada

Tapered-Toe Ankle Boots

This slightly square toe shape is so forward, making them the perfect simple black pair of boots.

Zara

Shiny Sock Ankle Boots

We bet every fashion girl is going to snatch these up for the coming season.

3.1 Phillip Lim + Kyoto Velvet Ankle Boots

3.1 Phillip Lim

Kyoto Velvet Ankle Boots

Every girl needs a pair of velvet ankle boots this season.

Saint Laurent

Suede Candy Boots

Shop more of our favorite, on-trend platform boots.

Mango

Patent Sock Boots

These boots will work so well under all your jeans.

Valentino + Astro Couture Ankle Boots

Valentino

Astro Couture Ankle Boots

A girl can dream, right?

Topshop + Martini Zip Front Boots

Topshop

Martini Zip Front Boots

We love the faded color and unexpected zipper on this Topshop pair.

Vetements

Python Embossed Ankle Boots

We bet these will be all over the streets during fashion month.

Modern Vice

Nikki Boot

If you’re looking for black ankle boots that aren’t boring, these are them.

Yeezy Season 2

Green Knit Low Boots

See how Hailey Baldwin styles these of-the-moment ankle boots.

Opening Image: Vanni Bassetti/Getty Images

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Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2024, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch Summer House.