30 Flare Leggings Outfit Ideas You Will Love 2024

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I got lost in the endless scroll of Pinterest for what felt like days to gather the most stylish and versatile 30 flare leggings outfit ideas just for you. Trust me, these looks are so good, that you’ll be planning your outfits for weeks!

30 Flare Leggings Outfit Ideas You Will Love

1) Casual Running Errands Outfit

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I vibe with the simplicity of this outfit; the black flared jeans and the grey oversized sweatshirt give off a chilled yet trendy look that’s totally up my alley. I included it in this list because it’s effortlessly cool and something I’d throw on for a casual day out.

2) Fall white puffer outfit

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I’m all about this cozy, winter-ready look with the puffy white jacket and the beanie — it’s like a warm hug on a cold day.

Plus, how do the black flared jeans contrast with the crisp white sneakers? Just perfect.

3) Style Flared Leggings

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The striped sweater and cap combo have a classic, sporty vibe, and the black pants with white sneakers are just timeless. It’s the kind of outfit with that cool, laid-back Saturday energy.

4) Basic Everyday Flare Legging Outfit

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Oh, this one’s got that elegant, ‘grab a latte at a chic café’ feel, with the camel coat adding a layer of sophistication.

The grey top keeps it grounded, and that designer bag adds just the right touch of luxury.

5) Oversized Denim Shirt

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This outfit is a total winner for me — the denim shirt layered over a black turtleneck is such a timeless combo, and it looks amazing with the flared jeans.

It’s casual yet totally stylish, so it’s a standout on this list; it’s the perfect ensemble for a weekend brunch or a casual Friday at work.

6) Chocolate Brown Turtleneck Outfit

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I’m loving the rich, chocolate brown of this turtleneck — it’s such a warm, inviting color that pairs perfectly with the black flared pants. And the chic crossbody bag? It’s the icing on the cake.

7) Comfy Yoga Leggings Outfit

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This look is a total mood with its retro vibes — the oversized sweatshirt and flared pants combo is giving me laid-back 90s feels, and I’m here for it.

The headband and sleek shades are the perfect accessories to top it off.

8) Flare legging for yoga and gym workouts

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This outfit just speaks to me — the contrast between the creamy white sweater and the deep brown pants is stunning, and it looks super comfy too.

The addition of the small backpack adds a practical yet fashionable touch.

9) Oversized Cream Sweater Outfit

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10) Style it Chic with Beige Blazer

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This ensemble is a chic blend of sophistication and comfort — the neutral-toned blazer over the knit crop top is effortlessly classy. It’s paired so well with the dark flared pants and those chunky sneakers.

11) Low Waist Grey Flared Leggings with White Top & Cardigan

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This look is the epitome of comfy-chic — the fitted white top and grey flared pants are a match made in heaven for a laid-back day. The chunky knit cardigan and the stylish glasses in old money style add a touch of coziness and smart flair.

12) Basic Crossover Flare Leggings

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13) Brown Pants with White Longsleeve

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This outfit’s got a great autumnal vibe with the mustard-colored flares — they’re such a standout piece! Paired with the cozy white top, it’s a great blend of comfort and seasonal style.

14) Yoga Pants Petite Midsize Outfit

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The mix of the casual flannel with the classic black flares here is a total hit — it’s like a nod to the grunge era but with a modern, polished twist.

15) Black Flared Leggings with Top

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The playful graphic crop top paired with high-waisted black flares creates a fun, youthful look that I’m really drawn to. It’s edgy yet simple, and the blue sneakers add a great pop of color.

16) Back to school outfit

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17) Cool Everyday School Outfit

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The oversized ‘New York’ sweatshirt is a classic — it’s giving me major city vibes and I love how it pairs with the sleek black flares.

It’s a look that screams ‘cool city chic’ to me, and the added sunglasses and shoulder bag just seal the deal.

18) Brown Flared Leggings Summer Outfit

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The cropped white top and high-waisted brown flares combo is giving off such a sleek, modern vibe. It’s a look that feels both sporty and stylish, especially with those classic white sneakers.

19) Black & White Outfit

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The combo of the crisp white tee, classic black flares, and a baseball cap is casual perfection. I’m into the effortless, sporty vibe that’s perfect for a weekend adventure.

20) Oversized Cream Sweater

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This outfit’s a cool blend of casual and chic with its cream sweatshirt and black flared pants. The classic white sneakers are a timeless touch, and the whole look gives off a relaxed yet put-together vibe.

21) Basic Summer Outfit

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The ribbed tank in that warm clay color is super flattering, and it goes perfectly with the dark flared leggings for a look that’s both stylish and comfortable.

Paired with classic white sneakers, it’s a great outfit for when you want to look put-together but still feel relaxed.

22) Oversized Grey Sweater with Black Flared Leggings

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I’m totally into the edgy yet laid-back vibe of this outfit. The oversized grey sweatshirt paired with the sleek black flares creates a cool, effortless look.

The layered necklaces and shades add a touch of glam, making it a perfect ensemble for a stylish coffee run or a casual meet-up with friends. It’s on my list for being both comfortable and on-trend.

23) Brown Leggings with White Cardigan

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The chunky knit cardigan over a simple top, paired with dark flares, is a cozy and stylish choice. The platform shoes add an unexpected and funky edge.

24) All Black Outfit with Black Puffer Vest

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This all-black ensemble is sleek and functional, with the puffer vest adding a nice touch of texture and practical warmth. I like how the tote bag brings a bit of an edge with its bold text.

25) Black Flared Leggings with Green Oversized Sweater

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The relaxed fit of that olive sweater is just right for a laid-back vibe, and it pairs so nicely with the black flared pants.

The denim jacket casually draped over one arm and those comfy looking shoes complete the ensemble with a carefree, ready-for-anything feel.

26) Black and White Outfit

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The sharp contrast of the white top with the black flared pants creates a striking and elegant look. The fitted silhouette of the top with the volume of the flares balances the outfit perfectly.

27) Oversized Streetwear Sweater

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The oversized graphic sweatshirt with black flares is a match made in casual-cool heaven. It’s such an effortless, on-trend look for a chill day, especially with the tote bag adding a practical touch.

28) Basic Black & White Outfit

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The minimalist aesthetic of this white sweatshirt and black flares outfit is spot on — it’s effortlessly stylish. The white sneakers add a fresh, clean look, making this ensemble perfect for a laid-back yet fashionable day.

29) Comfy fit for at home

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The chunky white knit sweater paired with black leggings is the ultimate in cozy-chic. It’s a no-fuss, classic look that’s perfect for a crisp day.

I like how the outfit is both simple and sophisticated, making it a great choice for a casual day in or a coffee date.

30) Cord Jacket

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The layered look with the cream cord jacket over a cozy top paired with black flares is a lovely autumn ensemble. The white sneakers add a casual touch, making it ideal for a scenic walk or a relaxed weekend outing.

FAQ:

What is the point of flare leggings?

Flare leggings offer a stylish twist on traditional leggings, providing a flattering silhouette that elongates the legs and adds a fashion-forward, retro vibe to your look.

What kind of top to wear with flared leggings? 

Wear a fitted t-shirt, a cropped top, or a snug sweater with flared leggings for a sleek look, or try a loose blouse tucked in for a casual style.

Do people still wear flare leggings?

Yes, people still wear flare leggings; they’ve made a comeback as a trendy and comfortable fashion choice, often seen in athleisure and casual wear

How do you look good in flared leggings?

To look good in flared leggings, choose a fitted top to create balance, opt for high-waisted styles to elongate your legs, and wear shoes with a slight heel for added height.

What body type should wear flare pants?

Flare pants suit hourglass and pear body shapes well, as they balance out wider hips and thighs, but most body types can wear them effectively with the right styling.


If you liked this blog article about my favorite 30 Flare Leggings Outfit Looks, don’t forget to leave us a comment down below about what you think of the article and whether it inspired you.

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Elisa Steffes
Elisa Steffes

Elisa Steffes reviews designer fashion brands and elegant pieces for a living. She also loves Old Money Brands and is passionate about writing about topics related to this classic style.
She has close to 3 years of experience in SEO and has taken the Streetstylis Pinterest account to one of the most popular magazines on Pinterest and Instagram.
When she's not working, you'll find her doing Pilates, dancing or hanging out with her friends in Malta.

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