14 Glorious Spring Outfits With Ankle Boots

last updated 29 January 2020

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Welcome to #WhoWhatWearing, a series in which we highlight you, our stylish community of readers. Each of the following looks came straight from a photo you tagged us in on Instagram. Want to be featured next time? You guessed it: Use #WhoWhatWearing on the outfit posts you want us to see.

Reading Who What Wear lately, you might think that we're all shoving our ankle boots to the back of our closet right now since we keep on chattering on about the incoming of newer spring shoe trends like Teva-inspired sandals and the like. But that couldn't be farther from the truth. Ankle boots are, and as far as we're concerned will always be, a staple in our closets.

But we also realize that you've probably worn your favorite pairs to death over the long winter and are petering out on outfit ideas with them. Before you think twice, we're serving up a fresh round of spring outfits with ankle boots that will ensure they'll still have your back like they always have. Sometimes all we need is a fresh outfit idea to fall back in love with our own closet, right?

From the innovative way to style cowboy boots to the chicest spring dress–and–ankle boot combo, keep reading to get your fill of new-season outfit inspo and shop our favorite ankle boots along the way.

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Try out the pant-tuck trick all the fashion girls and celebs are doing. Bonus points if your boots are cowboy boots.

Ganni

Western Boots

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A boxy blazer, jeans, and a fun bag are the fail-safe way to wear ankle boots any time of year.

Urban Outfitters

Lynn Cowboy Boot

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A delicate sundress softens tougher rain-ready boots.

Mango

Leather Cowboy Ankle Boots

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Throw some tie-dye in there to make it peak 2019.

Everlane

The Rain Boot

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We'll be trying this sophisticated outfit at our earliest convenience.

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Beige perfection.

Kalda

Island Boots

Jeffrey Campbell

Lillian Heel Boot

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Meet the newest Dr. Marten boots to sweep the Instagram fashion world.

Dr. Martens

2976 Quad Chelsea Boots

Next, the skinny jean trend your ankle boots have been waiting for.

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Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.