How to Style Flared Leggings to Stay on Trend This Summer

Wondering what to wear with flared leggings? Shop and save five fashion editor-approved outfit ideas that make learning how to style flared leggings effortless....

10 Mayıs 2026 yayınlandı / 10 Mayıs 2026 08:00 güncellendi

How to Style Flared Leggings to Stay on Trend This Summer

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Wondering how to style flared leggings in 2026? You’re not alone: As bootcut jeans and retro athleisure continue to reinfiltrate our closets, it was only a matter of time before yoga pants found their way back into our wardrobe rotation. Gone are the flared leggings of the aughts, though. While they still have a nostalgic air, the bottoms are now sleeker than ever—while still being just as comfortable as you remember. They’re not just for lounging around and working out anymore. What if we told you that yes, the pants 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 ways to style flared leggings for every occasion in 2026.

Flared leggings outfit ideas

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, give your look a subtle switch-up with a trendy quarter-zip—the perfect layering piece that can be dressed up or down. Throw on sleek sunglasses and a pair of on-trend sneakers (approved by Jennifer Lawrence, by the way) to channel your inner off-duty model.

Courtesy of brand

Cider Striped Fleece Half-Zip

$48

Amazon

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FP Movement Quick Step Bubble Pants

$108

Free People

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Adidas Tokyo Sneakers

$90

Nordstrom

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Aire Fornax Sunglasses

$44

Nordstrom

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 your bootcuts, style them with a lightweight jacket and platform boots to (literally) elevate the look—and keep the hems of your pants from dragging on the ground. Bring a tote bag that can double as a workout duffle and an everyday carryall, depending on your plans.

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Lviefent Lightweight Full-Zip Running Jacket

$20

Amazon

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Beyond Yoga Spacedye Practice Bootcut Pants

$118

Beyond Yoga

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Ugg Classic Ultra Küçük Platform Boots

$170

Zappos

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FP Movement Off the Path Carryall Bag

$78

Free People

Business casual

Who said yoga pants 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 an oversized blazer will never fail you. Give this look a polished finish with a pair of kitten heels that are comfy and office-appropriate at evvel.

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Reformation Iris Knit Top

$98

Nordstrom

$98

Reformation

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Open Edit Icon Hourglass Blazer

$100

Nordstrom

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Lululemon Groove Nulu High-Rise Flared Pants

$118

Lululemon

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Dolce Vita Brevel Thong Heels

$115

Nordstrom

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 sneakers have long been integral to any loungewear look. But you can elevate it with statement accessories—even something as simple as bold gold earrings will do the trick.

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Madewell ’90s Long-Sleeve Tee

$45 (25% off)

Madewell

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Aerie Real Me Xtra High-Waisted Leggings

$49 (30% off)

Aerie

Pavoi 14k-Gold-Plated Statement Earrings

$16

Amazon

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New Balance 574 Core Sneakers

$86 (14% off)

Amazon

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 for inspo and dress up your flared pants with a feminine top (say, a pointelle tee) to give them a dainty touch. Throw on a pair of kitten heels and your favorite designer bag, and you’ll look as if you emerged fresh off the runway.