Y2K's Flare Leggings Trend Is Back and Better Than Ever

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Let’s face it: The Y2K aesthetic has taken over the fashion world, and it seems like it’s here to stay. (And honestly, I’m totally on board.) Who would’ve thought that butterfly tops, velour tracksuits, and small shoulder bags would make a comeback again? Remember when any wide-legged bottom was considered atrocious at one point?! I will say, though, that I’m not mad about this flared leggings revival that’s going on....And if you’re also not, keep on reading, because we’re on the same page, my friend.

What I love about these kinds of leggings is that they don’t scream, “I just threw these on to look presentable.” Yes, they are very cozy, but they’re super chic too! And some of them are so chic that they could even pass as work pants!! Work smarter, not harder, am I right? So if you’re a fan of these v comfy leggings and on the hunt for quality, top-rated ones, below, you’ll find 23 of the best flare leggings on the internet rn.

Our top picks for the best flare leggings in 2023:

Here, you’ll find a bunch of options to choose from, whatever your preference is! Maybe you want something that’s sweat-wicking so that you can work out and then run some errands afterward without feeling uncomfy. Or perhaps you’d like a stand-out pair (peep the cargo-style and leopard-print bottoms!) that you can dress up. I can guarantee you’ll find one or more flared leggings you’ll love on this list! PS: You can also shop the very best faux leather leggings here. Enjoyyy.

Cloud Seamless High-Waisted Split Flare

How stylish are these leopard leggings?! They’re the perfect pant to wear to the gym (get the matching top here), a party, or a night out with the gals without putting in so much effort.

Super Soft Flare Yoga Trousers

Step out in some colored leggings for once! I’m obsessed with these coral ones!

Flare Flex Crossover High-Rise Pants

It's giving sleek and stretchy in such a pretty pastel hue.

Fleece-Lined Flare Leggings

How about a fleece-lined pair that you can easily dress up?

Cloudful™ Fabric High Waisted Crossover Back Pocket Ruched Butt Lifting Super Flare Yoga Leggings

Isn't it the best when you discover your leggings have pockets? That's the case for the bell-bottom beauts. They're also booty-lifting, apparently!

Flare Leg Pant

No one will ever question if you’re wearing “real” pants when you’ve got on these fashionable leggings! Peep the leather stripe at the side that really adds a luxe flair to these bottoms.

Jacquard High-Waist Glenplaid Flutter Legging

We love a good houndstooth moment! You might as well get the bra, too.

Scuba Pull-On Flare Trousers

As you can see, you can totally be out here stunting and also be incredibly comfy in a lil tank, flare trousers, and strappy heels.

Soft Lounge Ruched Pant

Adjustable leggings do exist, my friends! Exhibit A: These bad boys with drawstrings at the waist that you can loosen or tighten. And you know Skims is gonna come through with endless colors for everyone!

Raquel High Waist Pants

Get you a pair you can easily work out with or throw a blazer on and head to the office for a boss but chill day.

Zella Studio Luxe High Waist Flare Ankle Pants

Show off some ankle with these high-waisted cuties.

Supersculpt™ Bell Bottom with Pockets

If you haven't fallen in love with a pair of leggings before, brace yourself...(seriously, just get out the reviews!)

x Marimekko Future Icons Flared Leggings

Express yourself with some retro-looking leggings. These bottoms are a fun and funky option. I love the fact that they’re also incredibly breathable, soft on the skin, and the top is so cute!

Ruffle Legging

What's cool about this design is that the ruffles give a flare effect! It comes in tons of colors and reviewers are obsessed, btw.

Garment Dye Yoga Legging

Shout-out to the folded waistband for making these cotton spandex leggings super versatile! Wear it high-waisted, mid-rise, or low-rise depending on what you feel most comfy in.

Rib Flare Pant

If you’re looking for a ribbed flare legging, go for this one from Outdoor Voices that are made with their supportive SuperForm fabric. It’ll keep you cool during high-impact exercise activities. Plus, it’s also built with UPF 50 sun protection.

Elation Flare Pant

Finding a pair of leggings that fit your height can be tough! (My fellow shorties know the struggle.) Thankfully, these ones from Athleta have regular, tall, and petite styles so you won’t have to worry about your leggings being too long or too short.

Flared Leggings

A must-have in your closet, these leggings would be great for a night out. Go for this whale-tail stunner that’s both super cute and cozy. Because remember, you don’t have to choose between looks and comfort!

Ultra Soft Full Length Flare

Want something that’ll keep you warm but doesn’t feel heavy or thick? Check out these lightweight flare leggings made of buttery soft recycled (!!) polyester. We love a sustainable option.

Bootcut Yoga Pants

For all my girlies that always carry a lot of stuff wherever they go, you’ll appreciate these leggings that not only have side pockets but also back pockets. The more space, the better...am I right?!

Booty Boost® Yoga Pant

I own these beauts from Spanx, and I can’t get enough of them. They make my legs look long and they perk up my peach (who doesn’t love?) with its sculpting performance fabric that has a built-in booty lift. It truly feels like these pants were actually made for my body.

Damien Ribbed Pants

There’s just something about ribbed leggings that are a tad more elevated than your average cotton or nylon one. I’m a fan of this earthy pant from Nylora that’s got fun front slit details.

High-Waisted Flare Palazzo Wide Leg Pants

Go full flare or go home! If you want something that’s ultra-wide at the bottom, these leggings are definitely for you.

Why trust Cosmo:

Cosmo’s team of digital fashion and shopping experts have decades of combined experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds—testing many brands IRL—to bring you the best clothing and accessory picks for every season. Basically, we’ve curated the internet to bring you the chicest options like it’s our job (because it is, heh).

We have pretty high standards when it comes to clothing and accessory recommendations. Each of our shopping articles adheres to the 15 Percent Pledge and includes products for all sizes. And you better believe we read those product reviews (and test many of the brands IRL) so you don't have to. You're welcome!

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