20+ Flared Leggings Outfits That Turn Heads In No Time

Flared leggings are making a major comeback, and they’re turning heads everywhere! In this post, I’m diving into over 20 stylish flared leggings outfits that are perfect for strutting down the street with confidence. Whether you’re aiming for a chic, casual, or sporty look, these outfits will have you embracing the flare trend in no time.

20+ Flared Leggings Outfits Every Fashionista Loves

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Retro Chic Meets Cozy Comfort

Flared Leggings Outfit flared leggings outfit for fall with cozy sweater
by Eva ✷

The flared leggings paired with a cozy cropped turtleneck sweater create a perfect blend of comfort and style. I love how the high-waisted design flatters the silhouette, while the flares add a touch of retro chic. It’s a must-have for anyone who wants to look effortlessly stylish while staying comfy in a leggings outfit.

Flared Leggings Style Vibes

Flared Leggings Outfit light green flared leggings outfit
by Oii Lucy

This flared leggings outfit is such a vibe! I love how the fitted top and flared bottoms create a sleek silhouette, perfect for a casual day out or a laid-back workout session. Plus, the neutral tone makes it super versatile and a must-have in any wardrobe.

Flared Leggings: Chic and Functional

Flared Leggings Outfit blonde girl in flared leggings outfit drinking coffee
by gia davidson

Flared leggings are a total game-changer for me—they combine retro vibes with modern comfort, making them perfect for yoga or a casual day out. I love how they elongate the legs and add a stylish twist to any workout outfit. Plus, paired with a sleek zip-up top, it’s a must-have look that’s both chic and functional.

Flared Leggings: Chic and Comfy

Flared Leggings Outfit dark blue flared leggings with top
by Emilie Oddery

Flared leggings are such a game-changer for both style and comfort. I love how they bring a retro vibe while still being perfect for a modern, casual look. They’re a must-have because they effortlessly elevate any outfit, making it chic yet comfy for lounging or running errands.

Flared Leggings Fashion Powerhouse

Flared Leggings Outfit sporty outfit with leggings and running shoes
by Kiarajaye

Flared leggings are a game-changer for me—they’re comfy, stylish, and perfect for both lounging and running errands. I love how they pair with the fitted white zip-up, giving a sleek and balanced look. Plus, the cap and sneakers add a casual vibe that makes this outfit a must-have for any wardrobe!

Chic and Cozy Flared Fashion

Flared Leggings Outfit flared leggings outfit in black with cap and uggs
by Sylvia Kutch

Flared leggings are such a vibe, especially paired with a cozy hoodie and those classic boots. The relaxed fit and style make it perfect for a chill day out or lounging at home. Plus, the all-black look with a pop of tan from the boots is effortlessly cool and versatile.

Flared Leggings: Retro Meets Modern

Flared Leggings Outfit flared leggings airport outfit for long travel days
by ilGane

Flared leggings are such a vibe! They give off that perfect mix of retro and modern, making them a must-have for any wardrobe. I love how they elongate the legs and pair so effortlessly with a cute crop top for a chic airport look.

Flared Leggings: Retro Meets Modern

Flared Leggings Outfit all black flared leggings outfit with sunglasses and tight top
by Bella

Flared leggings are such a vibe! They give off that perfect blend of retro and modern, making them a must-have for any wardrobe. I love how they elongate the legs and pair effortlessly with sneakers for a chic, laid-back look.

Flared Leggings: Trendy and Comfy

Flared Leggings Outfit blue leggings outfit with coffee
by N

I’m loving this flared leggings outfit—it’s the perfect blend of comfort and style. The sleek fit with a slight flare at the bottom adds a retro vibe that’s super trendy right now. Pairing it with sneakers gives it a cool, casual look that’s perfect for running errands or grabbing coffee.

Retro Comfort Meets Modern Style

Flared Leggings Outfit grey jogging suit with flared leggings and pink airpods max
by

Flared leggings are such a throwback vibe, and I love how they combine comfort with a touch of retro flair. Pairing them with a cozy hoodie and oversized headphones makes this outfit perfect for a casual day out while still looking effortlessly stylish. The fluffy slippers add a fun twist, making it a must-have ensemble for anyone who loves mixing fashion with comfort.

Retro Flare Leggings Trend

Flared Leggings Outfit dark green leggings outfit in coffee shop
by Golda Price

Flared leggings are such a vibe, especially when paired with a cozy sweater and a chic cap. I love how they elongate the legs and add a retro twist to any casual look. The split at the hem is a cool detail, making them a must-have for both comfort and style.

Retro Flair with Flared Leggings

Flared Leggings Outfit pink leggings outfit with matcha latte
by Pinterest

The flared leggings outfit in this image is such a vibe! The soft pink color is super refreshing and perfect for a casual day out. I love how the fitted top pairs with the flared bottoms, giving it a retro yet modern twist—definitely a must-have for adding some flair to any pink pilates princess wardrobe.

Retro Vibes with Flared Leggings

Flared Leggings Outfit basic flared leggings with black top
by Rebecca

I’m really digging the flared leggings paired with a fitted black top in this outfit. The gray leggings give off such a retro vibe, and they’re super flattering and comfy—perfect for a casual day out or even a yoga class. Plus, the chunky white sneakers add a cool, laid-back touch that’s just irresistible.

Flared Leggings for Retro Vibes

Flared Leggings Outfit grey hoodie and brown leggings
by BIGDADDYZX

Flared leggings are such a game-changer for both style and comfort. I love how they elongate the legs and add a retro vibe to any outfit. Pairing them with a cozy cropped hoodie makes it the perfect combo for a chic, laid-back look that’s a must-have in my wardrobe.

Flared Leggings for Effortless Style

Flared Leggings Outfit casual flared leggings outfit with coffee
by Marisol Meza

I’m really into the flared leggings trend, and this outfit nails it. The high-waist design paired with the cozy sweater gives off a relaxed yet stylish vibe that’s perfect for a day out. Plus, the flares add a retro touch that’s super fun and versatile—definitely a must-have in any wardrobe!

Effortless Chic in Flared Leggings

Flared Leggings Outfit nike hoodie complements black flared leggings with white headband
by bb

I’m loving the effortless vibe of this flared leggings outfit. The oversized Nike sweatshirt paired with sleek black flares is a perfect blend of comfort and style. It’s a must-have for those days when you want to look chic but stay comfy, plus the retro sunglasses add a cool, laid-back touch.

Flared Leggings: Sporty Chic Style

Flared Leggings Outfit flared leggings combined with bucket hat
by Erika Lin

I love how these flared leggings create such a sleek silhouette while adding a touch of retro flair. Paired with the cropped top and cozy jacket, it’s the perfect blend of sporty and chic. The bucket hat adds a playful vibe, making this look a must-have for anyone who loves combining comfort with style.

Flared Leggings and Chunky Boots

Flared Leggings Outfit all black outfit with brown handbag
by Bella x

Flared leggings are such a vibe, especially when paired with those stylish Uggs boots and a sleek black top. I love how this outfit effortlessly combines comfort and style, making it perfect for a casual day out. The neutral tote bag adds a chic touch, making this look a must-have for anyone wanting to nail that laid-back yet polished aesthetic.

Flared Leggings: Retro Chic Revival

Flared Leggings Outfit overzied sweater and flared leggings
by Jeanne Saucier

The flared leggings in this outfit are such a vibe, effortlessly combining comfort and style. I love how they elongate the legs and add a retro touch, making them perfect for a casual day out or a cozy brunch. Paired with an oversized sweater and comfy shoes, it’s a must-have look that balances chic and laid-back perfectly.

Chic Retro Flared Leggings

Flared Leggings Outfit pink leggings flared with black top
by Hannah Strong

These flared leggings are a total vibe! The pastel pink color is super chic and pairs perfectly with the black tube top for a sleek, modern look. I love how the flared design adds a retro touch while still being comfy and versatile enough for any casual outing.

Retro Flare Meets Cozy Comfort

Flared Leggings Outfit dark green flared leggings with beige hoodie
by Scarlettruiiz

I’m really into the flared leggings paired with the cozy hoodie in this outfit. The combination is both stylish and comfortable, making it perfect for a casual day out or lounging at home. Plus, the flare adds a fun, retro vibe that I think is a must-have for any wardrobe.

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