10 Ways to Wear Ankle Boots With Leggings

by Eva Thomas

What's the first thing that comes to mind when you hear the word leggings? Likely, you associate the casual, comfy bottoms with go-to home or gym wear, which is definitely not wrong. But, in recent years, the fitted, stretchy bottoms have become a serious street style staple, as well, and working them into your everyday look without appearing too underdressed is actually very simple. It all depends on what you pair it with, and one important styling trick is grounding the leggings outfit with the right shoes. Skip the sneakers this time around, and instead, slip into ankle booties. 

Ahead, we found all the best ankle boots with leggings outfits that you'll definitely want to work into your rotation ASAP, whether it's rocking an ever-versatile black pair with grungy combat boots or donning leopard-print leggings with crisp white booties. Read on to see the looks, and then shop our favorite leggings-and-ankle boots combo to wear now. 

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@ada_oguntodu

Black leggings paired bright colored shoes looks instantly cool.

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@littleblackboots

Leather leggings are bound to be your new favorite bottoms. Pair them with red shoes for an added pop of color.

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@waityouneedthis

The perfect NYE look? Yes.

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@noore

Leopard leggings are so on-trend. Pair them with white booties, too.

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@itsmekellieb

Here's an easy ankle boot with leggings outfit to wear on repeat: black leggings with black Chelsea boots.

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@kateogata

Throw on a cozy cardigan and a chunky scarf to dress up black leggings.

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@babba.c

Try low-cut ankle boots instead.

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@camilacoelho

Jeggings are still a trend worth trying.

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@scoutthecity

Go for an all-over edgy look with black leggings and black combat boots.

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@scoutthecity

For a night out, rock patent-leather leggings with high-heel ankle boots.

Shop our favorite leggings-and-ankle-boots pairings
Shop
The Row Moto Stretch-Leather Leggings ($1950)

Comfy and cool.
Shop
Aeyde Kate Patent-Leather Ankle Boots ($385)

A subtle way to lean into the Western-inspired footwear trend.
Shop
The Row Stratton Stretch-Cotton Leggings ($450)

You can never own too many black leggings.
Shop
Giuseppe Zanotti Patent-Leather Combat Boots ($1250)

Or patent ankle booties.
Shop
Ganni Printed Mesh Pants ($100)

These are fierce.
Shop
Diane von Furstenberg In Charge Boots ($298)

Chunky white combat boots are a model favorite, too.
Shop
Spanx Velvet Leggings ($98)

You'll never want to part ways with these.
Shop
R13 Tartan Canvas Ankle Boots ($1095)

So festive.

Next up, shop the best faux-leather leggings of the season.

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