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
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
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
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
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.
Next, check out these shopping guides.
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8 Copenhagen Street Style Trends I Plan to Replicate in New YorkPared back yet never boring.
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Hailey Bieber Just Wore the Heel Trend That Makes Leggings Look So ClassySee for yourself.
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Sophie Turner's Two-Piece Airport Look Proves That She's a Travel ProShe gets it.
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I'm a Fashion Editor—I Reach For These 2 Pieces When I Don't Know What to WearReady in 10 minutes or less.
