10 Trendy Leggings Outfits You Can Wear Almost Everyday

Ah, leggings. The trusty comfort wear that we all constantly turn to when we feel like we have no idea how to dress in the morning. And if you took a look at Chanel's latest runway show, you'd know that leggings are coming back into our wardrobes in a big way. No longer are they just the item we rely on for a lounging around, but they make great additions to daily attire. But If you're looking to figure out how you can get away with wearing a pair with any outfit, then you've come to the right place. I practically live in leggings in the fall and winter and have a plethora of outfit combinations that I rely on to keep not only comfortable but stylish too. 

This year has brought on a lot of fashion upgrades to the cozy trend, like stirrup details and flared or split hems, so there's plenty to work with in the comfort department right now. Ahead, you'll find 11 outfits for when you want to throw on a pair of leggings but feel a little elevated too.

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(Image credit: @annabelrosendahl)

Who said leggings aren't pants? Pairing them with a trendy collar and an oversized vest makes for a very forward look.

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(Image credit: @basicstouch)

It doesn't get cozier than this, does it? Layer up with thick leggings, an oversized blazer, and a blanket scarf tied to keep you toasty.

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(Image credit: @pernilleteisbaek)

Nothing like a classic knit and leggings combo. Liven things up with a printed knit and lug-soled boots, which are all the rage right now.

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(Image credit: @gabifresh)

Whether you love to workout or just prefer athleisure, this look is for you.

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(Image credit: @smythsisters)

How classy does this look? And it's an easy combo too, just wear your favorite top and black leggings, and then tie an oversized coat to finish up the ensemble. 

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(Image credit: @anaasaber)

You'll look like the main character in this outfit. If you have a fun sweater in your closet, throw it on over your favorite pair of leggings.

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(Image credit: @lucywilliams02)

This outfit is perfect for if you want a morning walk or hike but still want to look chic. How good do these Adidas leggings pair with a leather blazer?

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(Image credit: @nlmarilyn)

Puffer season among us, and pairing a leather version with leggings looks on point. 

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(Image credit: @chrystelleeriksberger)

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(Image credit: @trustmebuythis)

You know all the button ups you wore all summer? Pair them with a split legging and classic sneakers and you're good to go.

Associate Fashion Editor
Yusra Siddiqui is an editor who resides in New Jersey but bounces between the suburbs and NYC. (She's a Jersey girl at heart.) After interning at Who What Wear in 2019, she found her way to the team after graduating from LIM College in 2022 with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, and Nylon, but she always knew that Who What Wear was where she was meant to be. When she's on the job, she's perusing runway shows, analyzing the latest thing fellow Gen Zers are up to on the internet, and sharing what she can about the modest-fashion market. You can also catch her dabbling in entertainment, talking about the costume choices of the latest Netflix series or diving deeper into how the plotline affects the viewers in a myriad of ways. Lastly, she likes to create content for Who What Wear's TikTok. Her personal time is spent doing similar but also different things—deep diving into almost every new TV show (Bridgerton, Gilmore Girls, and Stranger Things are favorites), planning her next local getaway (whenever that may be), and reading the latest Emily Henry or Sally Rooney novel in one sitting.