Wondering how to style flared leggings in 2026? You’re not alone. As bootcut jeans and retro athleisure continue to re-infiltrate our closets, it was only a matter of time before old-school ‘yoga pants' found their way back into our wardrobe rotation. Gone are the flared leggings of the aughts, though.
While this 2026 version still has a nostalgic air, workout trousers are now sleeker than ever — while still being just as comfortable as those OGs. Except they’re not just for lounging around and working out anymore. What if we told you that yes, these leggings can actually be worn to the office or during date night? With intentional styling, they’re the perfect in-between piece for on- and off-duty days, allowing you to ditch restrictive denim or heavy trousers altogether.
Here are five different answers on how to style flared leggings for every occasion this spring and summer.
Incognito mode
Keep a low profile by pairing your flared leggings with a cozy sweatshirt. Whether you’re running errands or grabbing coffee, this combo is the definition of laid-back and effortless. While hoodies and crewnecks are tried-and-true classics, consider giving your look a subtle switch-up with a polo or a rugby sweatshirt – the perfect layering piece that can be dressed up or down. Throw on some sleek sunnies and a pair of on-trend trainers (approved by Jennifer Lawrence, by the way) to channel your inner off-duty model.
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Easy athleisure
When in doubt, go the athleisure route — it’s perfect for the gym, casual strolls around the neighborhood, or coffee dates. If you want to spruce up this comfy take on the bootcut jean, style them with a lightweight jacket and ballet flats to elevate the look — and keep the vibes a bit more fashion-forward than expected. Bring a fun tote that can double as a workout duffle and an everyday carryall, depending on your plans.
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Business casual
Who said yoga leggings can’t be worn to work? Comfort is essential for long days of commuting and working tirelessly at the desk. Camouflage your flared leggings with pieces that exude business; a cute top and a voluminous blazer will never fail you. Give this look a polished finish with a pair of kitten heels that are comfy and office-appropriate at once.
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Dressed down
Casual comfort is the way to go with flared leggings, especially on your day off — but it doesn’t have to be basic. Even the most minimal pieces can make a statement. A T-shirt and casual trainers have long been integral to any loungewear look. But you can elevate it with statement jewellery – something as simple as bold silver earrings will do the trick.
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Cropped and cute
Hoping to try a cropped or capri silhouette? Don’t let this throwback style intimidate you. Look to style stars like Bella Hadid and Hailey Bieber for inspo and dress up your flared trousers with a tailored top (say, a cropped white shirt) to give them a modern, chic touch. Throw on a pair of kitten heels and your favorite designer bag, and you’ll look as if you emerged fresh off the catwalk.
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A version of this article originally appeared in Glamour US.
