I Love Leggings—These 4 Outfits Help Me Elevate Them

As taboo as this may be coming from a fashion girl, I love leggings. They’re my comfortable, go-to pants for running errands, traveling, cold-weather days, and working from home. They can get a bad wrap is because, well, let’s be honest: Leggings are a lazy pick. But I don’t mind a good pair of comfy pants, especially if you can dress them up and style them in ways that take the otherwise glorified cozy pants to a full-on fashion moment.

Our favorite it girls like Kendall Jenner, Bella Hadid, and Hailey Bieber have all had paparazzi shots of each of them featured in leggings, usually leaving a Pilates class or a meeting, officially making leggings cool again. I’ve been eyeing tons of styling inspiration for how to wear leggings all fall and winter long and found four outfits that are so easy to wear and totally elevate a pair you already own. 

Keep scrolling to see how I’ll be styling my leggings all season.

Sneakers + Leather Jacket

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(Image credit: @emmaleger)

This is what I would call the cool-girl way to style leggings. The leather blazer makes these leggings look more formal, and the high-top sneakers add a little streetwear edge. Perfect for when you want to be a little more comfy but don’t want to cancel on getting drinks with your friends.

Bra Top + Blazer

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(Image credit: @amaka.hamelijnck)

Ever wanted to wear a bra top and leggings out and still look put together? Here’s how: Add a blazer, some bling, and your favorite sneakers to dress up the otherwise casual look.

Ugg Boots + Sweatshirt + Jacket

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(Image credit: @gracecarolinelarcade)

This outfit combination is my go-to for traveling during fall and winter. Not only is it comfortable, but with the right choice of Uggs and sweatshirt, this look can also be super on-trend.

Turtleneck + Baby Tee + Teddy Jacket

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(Image credit: @leximars)

How cute is this outfit idea? It definitely gives me Gen Z vibes, but I’m into it. I love the layering aspect paired with a fluffy teddy coat.

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Assistant Editor

Originally from Chicago, Illinois, Grace has always been a lover of all things fashion and beauty. Upon receiving her first degree in visual communications from FIDM in Los Angeles, she moved to New York City and continued her education at LIM College, majoring in fashion media with a minor in society and culture. Grace has worked for PhotoBook magazine, Insider, and Harper's Bazaar. As a writer, Grace has had pieces published covering topics including racial justice, fashion, politics, and current events. During her free time, she loves wine tasting, creating content for her social media, spending time with friends, traveling to new places, and Pilates, and has a love for reality television, especially The Real Housewives. Grace is the person in your friend group everyone goes to for recommendations for the best place to grab drinks in NYC on a Friday night or the best hotels and restaurants to try when traveling to a new city. While fashion is her main love, she loves all things wellness and lifestyle as well. Her ideal sunday is brunching with friends then walking around furniture shopping and listening to a podcast. As the assistant shopping editor at Who What Wear, Grace loves finding the best buys out there for the WWW readers.