You know those pieces in your closet you find yourself reaching for over and over? For me, that’s flared leggings. They’re a total no-brainer for comfort, but they can also be so chic.
To prove it, I’ve rounded up some of the cutest outfits that will make you fall in love with your yoga pants all over again.
1. Casual Cool: Cropped Sweater and Sneakers

You can never go wrong with this classic combo. Seriously, it’s a failsafe. A black cropped sweater with some high-waisted flared leggings just works every single time.
I love how the shorter sweater length hits just right to show off the high waist, which gives you such a flattering silhouette.
Finish it off with some white sneakers for that perfect casual and comfy vibe. This is one of those looks I find myself reaching for all the time because it’s simple, stylish, and so easy to throw on.
2. Layered Look: Quilted Jacket and Half-Zip

For those days when it’s a bit chilly, this layered look is everything. Start with black flared leggings and a cream half-zip pullover as your base. Then, throw on a black quilted jacket.
I’m a big fan of how the different textures come together here. It’s perfect for staying warm while still looking incredibly fashionable.
White sneakers complete the outfit, making it a go-to for a day when you need both comfort and style.
3. Sleek and Simple: Bodysuit Elegance

Sometimes the most simple outfits are the most chic, and this one is proof. A beige long-sleeved bodysuit is such a great starting point for a smooth, streamlined look.
Pair it with black flared leggings to really make your legs look a mile long.
I’m obsessed with the contrast between the light top and the dark leggings; it creates such a nice, balanced silhouette.
Add a pair of white sneakers for a casual, everyday vibe. This is the perfect thing to wear for running errands or grabbing coffee with friends.
4. Retro Vibes: Ribbed Crop and Platforms

If you want to lean into a ’70s vibe, this look is for you. A ribbed crop top adds some great texture, and when you pair it with high-waisted flared pants, you get that amazing leg-lengthening effect.
The high waist and flare silhouette is just so flattering!
Platform shoes are a must to complete the retro feel and give you a little extra height. This outfit is so fun for a night out or any kind of retro-themed party.
5. Pop of Color: Bright Sweatshirt Statement

Don’t be afraid to go bold with your flare leggings! A bright pink oversized sweatshirt is such a fun and energetic choice when you style it with black flared leggings.
I love that the relaxed fit of the sweatshirt balances out the fitted leggings so well. White sneakers are the perfect finishing touch to keep the attention on that amazing colorful top.
This is a great outfit for days when you want to stand out and bring a little cheer to your wardrobe.
6. Edgy Chic: Dark Monochrome with a Leather Twist

For an outfit that’s sleek with a little bit of an edge, try dark flared leggings with a matching dark top. The secret here is to add a dark leather jacket—it instantly gives the whole look a cool factor.
The texture from the leather is just everything. Cozy UGG boots complete this look for that perfect mix of comfort and style.
This is such a good outfit for a casual day out or even a night on the town when you want to be comfortable but still feel totally put-together.
7. Bold and Bright: Patterned Crop and Platform Boots

This is how you make a statement. A brightly patterned cropped sweater becomes the fun focal point when you pair it with black flared leggings.
To add some edge and height, black platform boots are the way to go.
I personally love this look for those days when you really want to stand out and let your personality shine through your outfit.
8. Sporty Spice: Tank and Puffer Combo

If you’re going for a sporty girl look, this one is a home run. Use a simple black tank top and black flared leggings as your base.
Then, add a black puffer jacket for warmth and style. It’s like wearing a cozy hug! White sneakers are a no-brainer to finish off this athletic-inspired ensemble.
This outfit is my go-to for a casual hangout or for those times you’re heading to or from a gym session.
9. Peachy Keen: Black Crop and Colorful Leggings

Ready to switch things up? Try a pair of peach high-waisted flared leggings. I love them with a simple black crop top. The pop of color from the leggings adds such a fun, playful vibe to the whole look.
Keeping the shoes neutral with some beige slip-ons is a great way to let the colorful pants be the star.
This outfit is just perfect for when you feel like adding a little brightness to your day.
10. Athleisure Perfection: Oversized Sweatshirt and Sneakers

You can fully embrace the athleisure trend with this combo. A light gray oversized sweatshirt looks so good with black flared leggings. The sweatshirt’s relaxed fit creates a nice contrast with the fitted bottoms.
A pair of gray sneakers ties the whole look together for a cohesive and sporty feel.
This is the ideal outfit for a lazy Sunday when you want max comfort but still need to look put-together enough for a quick coffee run.
11. Boho Chic: Crochet and Fringe

For a little bit of bohemian flair, a beige crochet sweater with fringe details is such a great choice. The crochet texture and the movement from the fringe add so much interest to the look.
Pair it with black flared leggings so the top can really be the focus.
White sneakers keep everything casual and comfortable. I could totally see myself wearing this for a weekend trip to the farmers market or a casual outdoor concert.
12. Preppy Casual: V-Neck Sweater and Tank

Here’s a cute, preppy-inspired idea. Layer a white v-neck sweater over a pink tank top. When you style it with black flared leggings and white sneakers, you get a casual but still very put-together outfit.
The layering adds some nice depth, and that little pop of pink gives it a fun, feminine touch.
This is a great look for a day of classes or a casual lunch date with friends.
13. Sophisticated Edge: Halter Crop and Pointed Toe

If you’re looking for something a bit more elevated, try this. A sage green halter crop top paired with black high-waisted flared pants is so chic. The halter neckline adds a touch of sophistication, and the crop length keeps it feeling modern.
A pair of black pointed-toe shoes instantly dresses up the whole thing, making it perfect for a nice dinner or a night out dancing. I just love how this outfit combines comfort with a sleek, polished look.
14. Cozy Chic: Oversized Shirt Jacket Layering

Layering up in style is so easy with this outfit. A cream oversized shirt jacket over a black top and dark wash flared leggings is a winning combination. I love the relaxed, effortless vibe the oversized jacket adds.
The contrast of the light jacket against the dark base creates a really interesting visual.
This outfit is absolutely perfect for those in-between weather days when you want an extra layer but not a heavy coat.
15. Grunge-Inspired: Plaid Flannel and Tee

For a look with some grunge inspiration, layer a bold plaid flannel shirt over a classic black t-shirt. It’s so good with black flared leggings and some white sneakers for a comfortable, casual outfit that still has an edge.
The plaid adds a great pop of color and pattern to an otherwise simple look.
This outfit would be amazing for a concert or just a casual hangout with friends.
16. Classic Combo: Ribbed Tank and Sneakers

Sometimes, you just can’t beat simple. A black ribbed tank top with black flared leggings results in a sleek, monochromatic outfit. The white sneakers add a casual touch and a nice bit of contrast.
This look is such a fantastic base that you can easily dress up or down just by changing your accessories.
It’s the perfect solution for those days you want to look put-together without a ton of effort.
17. Sleek and Sexy: Scalloped Crop Top

For a night out or any time you want a more dressed-up look, this is it. Pair a black scalloped crop top with high-waisted black flared leggings. That scalloped edge on the top adds a really pretty, feminine touch.
Meanwhile, the high-waisted leggings create a long, lean silhouette that is so flattering.
This outfit is an ideal choice for a dinner date or a girls’ night out when you want to feel a little sexy but still be totally comfortable.
18. Cozy Contrast: White Cardigan and Chunky Boots

A white cropped cardigan brings a soft, cozy feeling to an outfit with black flared leggings. The contrast between the light cardigan and the dark leggings makes for a visually interesting look.
Then, add a pair of black chunky boots for an edgy touch that balances out the softness of the sweater.
This is such a great outfit for a cool autumn day or a casual coffee date.