12 Ideas for How to Wear Short Ankle Boots

Ankle boots are essential accessories this time of year and will take you through fall and beyond. If you want to know how to wear ankle boots, check out some of our favorite bloggers who always find fun, fresh ways to show off their wedge booties, block heels, flat ankle boots, biker boots, and more! By Emily Tozer

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With Skinny Jeans

Christina of Oh So Glam shows us how to wear ankle boots with skinny jeans in an updated way. A distressed pair of ankle boots paired with a faux fur top and a wide-brim fedora will have you ready for fall! Tuck skinny jeans into your ankle boots for a leg-lengthening effect.

Photo: Oh So Glam

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With Textured Tights

If you want to know how to wear ankle boots for date night or an after-work event, look to this ultra-cool outfit from Arielle of Something Navy. Her sleek leather ankle boots and textured tights balance out a loose-fitting dress.

Photo: Something Navy

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With a Boho Dress

Soraya Bakhtiar‘s wispy printed dress and fringed bag give a bohemian vibe to this look. The embossed ankle boots will bring the season’s texture-mixing trend to so many outfits. With block heels and pointed toes, you won’t find a pair more comfortable and flattering than these.

Photo: Soraya Bakhtiar

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Classic Minimalist

Pointed-toe shoes are the reigning silhouette of footwear! Take the leg-lengthening style into fall with a sleek pair of stiletto ankle boots. Jacey of Damsel in Dior shows you how to wear ankle boots with this versatile black pair. This neutral black-and-white look will always be in style.

Photo: Damsel in Dior

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Dressed-Up

Carolina of Fashion Squad gives us a prime example of how to wear ankle boots for dressier occasions. Whether it’s for date night or a cocktail party, a feminine pair of laced ankle boots with a mini skirt is a winning combination.

Photo: Fashion Squad

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On the Weekend

Flat ankle boots are a must-have item this season. Follow in the stylish steps of Grasie of Style Me Grasie. Classic pieces like skinny jeans and a trench coat anchor the studded ankle boots.

Photo: Style Me Grasie

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With Shorts

In case you jumped the gun on your fall fashion, Jane from Sea of Shoes shows how to wear ankle boots on warm fall days. To wear with shorts, look for boots that are a little wider around the top so they don’t make your legs look short.

Photo: Sea of Shoes

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Make a Statement

Show off a pair of statement ankle boots by keeping the rest of your outfit super-simple. We love how Zina of Fashion Vibe wears her animal-print ankle boots with a slip dress and trench coat. To pull off this look, choose pieces in the same color family as your boots for a look that’s balanced, not busy.

Photo: Fashion Vibe

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All Leather

Pair leather leggings with leather ankle boots for a look that elevates the basics. When you want to lengthen the look of your leg, match the color of your pants to your shoes. Play with the proportions of your outfit as Rachel of Pink Peonies did here, teaming her skinny leggings with a cozy, oversized sweater.

Photo: Pink Peonies

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For a Western Vibe

Chriselle of The Chriselle Factor shows us how to channel our inner cowgirl—with Western-style ankle boots. Pair boots that sport stitching and embellishment with a simple and modern dress for a look that’s wearable, not costume.

Photo: The Chriselle Factor