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 them with, and one important styling trick is grounding the legging outfit with the right shoes. Skip the sneakers this time around, and instead, slip into ankle booties. 

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

Opting for slit leggings over traditional ones immediately takes the combo into 2021.

Leggings can often feel sporty, but styling them with a button-down and sweater-vest makes them so polished and elevated.

Proof that there’s nothing you can wear with a structured blazer that will look bad.

Chunky ankle boots that hit mid-calf are trending at the moment, and they happen to look really good with basic leggings.

An oversize sweater, slit leggings, and square-toe boots are one of those outfits that have it all. It’s simple, easy, and chic.

If you wear your leggings with a trench coat, I know you’re a fashion girl.

I know you’re a fashion person if you’re wearing leggings and ankle boots with a quilted jacket like this.

Toss an oversize blazer over the ‘fit, and you can’t go wrong.

It’s all in the details: Layer on tall crew socks for a cool take.

If there’s one piece you can always pair with leggings and ankle boots, it’s a polished overcoat.

Speaking of leggings, see which three items look excellent with them this season.