8 Non-Dated Ways People Are Wearing Leggings Right Now

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Shop the trending outfit combinations.

Despite all of the fluctuation among fashion trends, something that doesn’t change in modern times is the popularity of leggings. They’re a wardrobe staple in every sense of the word. What does change is how we wear them, and that’s where the subject of looking non-dated comes in. Perhaps because they’ve been so popular for so long, they can easily look dated if worn with certain items. Remember your legging outfits of 2015? Chances are that you’re styling them differently now—I know that I am.

As the weather cools down and people are starting to trade their athletic shorts for leggings once again, I’ve been on the lookout for legging outfit trends stylish dressers are wearing on repeat in 2025, and there are eight, in particular, that are popular (for a reason) and simple to recreate. Keep scrolling to see the looks in action and shop the pieces needed to recreate the low-key yet chic looks.

With an Oversized Sweatshirt + Loafers

Wearing this elevated legging outfit for mundane activities such as running errands or grabbing a coffee this fall will ensure you’re both comfortable and chic.

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Everlane Luxe Fleece Sweatshirt

Beyond Yoga Softmark High Waisted Midi Leggings

Reformation Kat Soft Loafers

With a Funnel-Neck Windbreaker + Black Sneakers

For a sporty, sleek vibe, pair black leggings (bonus points if they’re flared) with a windbreaker and black sneakers.

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Nike Windrunner Water Repellent Jacket

Splits59 Raquel High Waist Supplex Flared Legging, 30”

On Cloudtilt Sneakers

With a Rugby Top + Ballet Flats

One of the biggest shirt trends of the year is the rugby shirt, and pairing it with capri leggings and ballet flats will make you look the *most* 2025.

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Le Bop Hayley Variegated Polo

Nike Zenvy High Rise Capri Leggings

MANGO Leather Ballet Flats With Bow

With a Blazer + Turtleneck + Knee Boots

For a polished, French girl-approved legging look, pair them with a blazer and knee boots. It’s as classic of a combination as it gets.

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J.Crew Double-Breasted Blazer in Glen Plaid Wool

Zella Live in High Waist Leggings

Reformation Gilly Knee Boots

With a Trench Coat + Suede Sneakers

You can’t go wrong with copying anything Elsa Hosk wears—including her legging outfits. This brown-legging-and-camel-trench look is the ultimate fall outfit.

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Reformation Jaden Cropped Trench

Varley Freesoft High Waist Leggings

Shopbop Coach Flat Sneakers

With a Half-Zip Sweatshirt + Mary Janes

The key to making a loungewear-adjacent outfit look street-worthy is all in the shoes. A pair of trendy flats have transformative powers when it comes to a legging outfit.

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Halfdays Pieper Water Repellent Recycled Polyester Fleece Quarter Zip Top

Alo High-Waist Alosoft Lounge Leggings

Alaïa Vienne Embellished Suede Ballet Flats

With a Sporty Jacket + Slingback Pumps

The contrast of sporty clothing with elegant heels is a look the fashion crowd loves in 2025. For even more of an eye-catching look, opt for colorful capri leggings.