I found myself lost in the never-ending scroll of Pinterest for what seemed like days to curate the top 30 most trendy and adaptable flare leggings outfit ideas just for you. Believe me, these ensembles are so incredible that you’ll be crafting your wardrobe for weeks!
35 Trendy Leggings Outfits You Can’t Get Around on Pinterest This Year
1) Casual Running Errands Outfit
I like 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
I’m all about this cozy, winter-ready look with the puffy white jacket and beanie—it’s like a warm hug on a cold day.
How do the black flared jeans contrast with the crisp white sneakers? Just perfect.
3) Style Flared Leggings
The striped sweater and cap combo have a classic, sporty vibe, and the black pants with white sneakers are timeless. It’s the kind of outfit that gives off that cool, laid-back Saturday energy.
4) Basic Everyday Flare Legging Outfit
Oh, this one has 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
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
I love 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
This look is in a total mood with its retro vibes—the oversized sweatshirt and flared pants combo give me laid-back 90s vibes, 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
This outfit just speaks to me — the contrast between the creamy white sweater and the deep brown pants style is stunning, and it looks super comfy too.
The small backpack adds a practical yet fashionable touch.
9) Oversized Cream Sweater Outfit
10) Style it Chic with Beige Blazer
This ensemble is a chic blend of sophistication and comfort—the neutral-toned blazer over the knit crop top is effortlessly classy. It pairs so well with the dark flared pants and those chunky sneakers.
11) Low Waist Grey Flared Leggings with White Top & Cardigan
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
13) Brown Pants with White Longsleeve
This outfit has a great autumnal vibe with the mustard-colored flares — they’re a standout piece! It’s a great blend of comfort and seasonal style paired with the cozy white top.
14) Yoga Pants Petite Midsize Outfit
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
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 straightforward, and the blue sneakers add great color.
16) Back to school outfit
17) Cool Everyday School Outfit
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
The cropped white top and high-waisted brown flares combo give 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
The crisp white tee, classic black flares, and baseball cap combo is casual perfection. I’m into the effortless, sporty vibe, perfect for a weekend adventure.
20) Oversized Cream Sweater
This outfit’s a cool blend of casual and chic with its cream sweatshirt and black flared pants. The classic white sneakers are timeless, and the whole look gives off a relaxed yet put-together vibe.
21) Basic Summer Outfit
The ribbed tank in that warm clay color is super flattering. It pairs perfectly with the dark flared leggings for a stylish and comfortable look.
Paired with classic white sneakers, it’s a great outfit for looking put together but still feeling relaxed.
22) Oversized Grey Sweater with Black Flared Leggings
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
A 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
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’s bold text adds a bit of an edge.
25) Black Flared Leggings with Green Oversized Sweater
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
The sharp contrast of the white top with the black flared pants creates a striking and elegant look. The top’s fitted silhouette and flares’ volume balance the outfit perfectly.
27) Oversized Streetwear Sweater
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
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
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 the simple and sophisticated outfit, making it a great choice for a casual day in or a coffee date.
30) Cord Jacket
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.