How to Style Flare Leggings (10 Cozy Chic Outfit Ideas)
Flare leggings are officially that girl again. If you're a millennial like me, then you remember that they absolutely were not called "flare leggings" back in our day. They were called yoga pants (or Solow pants). And they all had a folded waistband.
Now fast forward to 2025 where early 2000s fashion is back in style, and these pants are everywhere! And I get it, they’re comfy, flattering, and honestly easier to put on than regular leggings.
Whether you’re grabbing coffee, headed to school dropoff, or a Target run, these outfits are perfect for wearing on repeat.
Here are 10 easy flare legging outfit ideas you can copy right now.
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Cozy Cable Knit and Uggs
This one’s casual, chic and comfortable. A chunky cream sweater, tall socks, and Uggs make it the ultimate cozy girl combo.
Rugby Shirt and a Baseball Hat
Pair your flare leggings with a striped rugby tee, white socks, and a dad cap. It’s giving preppy-athleisure in the best way.
Quarter-Zip and Sneakers
An oversized half-zip + comfy sneakers = effortless. Add a baseball hat and cute backpack to make it look like you actually tried.
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Quilted Vest and Sneakers
Love a good quilted puffer vest. Throw it over a soft sweater and your go-to flares. It’s easy and still feels put together.
Flannel and Clogs
Flare leggings love a flannel moment. Add a fitted tank underneath and finish with Birkenstock Naples or any comfy clog.
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Oversized Sweatshirt Layered Over a Turtleneck
A classic. Grab an oversized graphic crewneck and toss it over a long sleeve turtleneck. Add a belt bag and a cute tumbler. You're ready for your hot girl walk.
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Denim Shirt and Cozy Socks
This one is a little more elevated but still comfy. A denim button-down, chunky socks, and some gold hoops pull it all together.
Layered Neutrals and Sneakers
This is my "going out but still comfy" outfit. A neutral coat, cardi, beanie, and flare leggings look so chic with white sneakers. The perfect casual chic outfit for a cold weather day.
Striped Sweater and Ballet Flats
Flare leggings but make it French. A black-and-white striped sweater and simple flats give it a dressed-up vibe without trying hard.
Cropped Tank and Gym Essentials
If you want to channel your inner hot girl gym-goer, go for an Alo set, flare leggings, visor, and Asics. Bonus points for a matching gym bag.
Flare leggings are way more versatile than they get credit for. Whether you're dressing them up or keeping it chill, there’s a look here that works.
Loved these outfit ideas and want to save them to reference later on? Make sure you save one of the images below to your Pinterest!
