How To Style Flare Leggings & The Best Outfit Ideas

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As we all know, things in the fashion world are constantly changing and trends come and go. What was trending last year isn’t popular today, and what’s trending tomorrow likely won’t stick around next year. 

For example, flare leggings were all the rage back in the 90s, fizzled out for a while, and now they’ve made a comeback in a big way.

Even celebrities like Hailey Bieber have been spotted rocking some of the best flare leggings outfits we’ve seen since the 90s.

Not only are they worn for exercise and leisure, but they’re being styled in ways we’ve never seen before. 

So, for all my fashionistas out there who are ready to reintroduce flare leggings (or introduce them for the first time) into your wardrobe, you’re in the right place!


Today, we’re sharing some easy flare leggings outfit ideas that are great for both lounging at home and heading out for the day. 

A black flare leggings outfit is one of the easiest ways to look super cute and chic while staying comfortable, and styling them is easier than you think, so why not give it a try?!

What are Flare Leggings?

Flare leggings have become the latest trend when it comes to wearing leggings. Think bell bottoms but in legging form. 

Most of us remember these being in style when we were teens, but they’re not just for the millennial and gen z crowds – they can be worn by anyone!

Flare leggings are tight in the thigh area, and then toward the bottom, they flare out. While they have the bell bottom look, they are made with the same fabric as other yoga leggings.

Flare leggings are normally high-waisted, but you can also find different designs and lower cuts. 

Some flared leggings even have crossover designs at the top.

If you are planning on wearing a crop top or even just a sports bra, you can choose wide-leg pants with a fun design at the waist to create a little more interest and add fun to your outfit. 

Flare Leggings Outfit Ideas

I’ve pulled together some pieces to make cute outfits that are both stylish and comfortable. You can also use these ideas for regular leggings or even skinny jeans and leather pants. Hint: having the perfect layering piece is key!

black flare leggings outfit idea with black leggings, white sneakers, a grey sweatshirt, gold hoops, a black purse, and a gray baseball cap.

Black Flare Leggings | Oversized Sweatshirt | Women’s Ball Cap | White Sneakers | Crossbody Bag

Oversized Sweatshirt, Baseball Cap, & Sneakers

This is a look that I always keep on heavy rotation! I love baseball hats to top off my casual outfits, and the crossbody bag is a huge trend!

The great thing about this outfit is that you can pair it with whatever waist-style leggings you prefer. Whether you like a high-rise waist, crossover waist, or low-rise waist pair of leggings, this look will work!

A woman's black flare legging outfit idea with a tan blazer, black heels, white crop top, black purse, and black sunglasses.

Flare Leggings | Crop Top |Blazer Jacket | Handbag | Heels | Sunglasses

With A Blazer Or Puffer Vest

Adding a blazer, puffer vest, or puffer jacket to your flare leggings outfit is still comfortable but definitely looks more put together.

You can take advantage of the comfort of leggings with their stretchy fabric and still create a look that incorporated the latest trends. Create the perfect look with ankle boots or even comfy winter boots!

In my quest for the best flared leggings, I came across these and I love them! They’re super stretchy, lightweight, and very affordable. 

A woman's black flare leggings outfit idea with a band tee, tan purse, black heels, and gold earrings.

Leggings | Heels | Jacket | Band Tee | Purse | Earrings

Leather or Denim Jacket with Heels

That’s right, you can pair leggings with high heels! Black leggings or black flare pants are the perfect pants to dress up. Adding a great jacket is one of my favorite ways to dress up an outfit.

Depending on the weather and the occasion, graphic tees, oversized sweaters or crop tops are great choices.

Bell Bottom Fit to Flare Lounge Yoga Pants | Crop Top

Boho Flare Leggings Outfit

If fun fabrics and bright colors are in your comfort zone, you will love this boho flare leggings look!

All you need to complete it is a cute little crop top and a pair of cute wedges.

I love this pair because they’re really comfortable, versatile, and affordable. I wear them with just about everything!

Bonus: Free shipping if you’re an Amazon Prime member!

A women's black flare leggings outfit idea with a white button up shirt, cami tank tops, platform converse sneakers, gold bracelets, and a black handbag.

Flare Leggings | White Button Up | Cami Tank | Sneakers | Handbag| Bracelets

With A Button up

For a casual yet trendy look, grab your favorite tank or t-shirt and a pair of platform sneakers.

In fall and spring, you can wrap a button-up or hoodie around your waist to give the look some shape, and it will also come in handy if it gets a little chilly. 

If you like a monochrome outfit, opt for a black tank and black button-up. 

FAQs

How Do I Know What Shirt To Wear With Flare Leggings?

Flare leggings are a great base for many different tops.

Your top selection will depend more on the occasion than on the leggings themself. Crop tops, sweaters, sweatshirts, henleys, and more all pair well with flared leggings.

Are flare leggings in style 2023?

Flared leggings, also known as bell bottom pants, are back and better than ever!

It seems as though 2023 is the year for bringing back styles from the 60’s, 70’s, and 80’s. They say styles always come and go and will eventually find their way back again years and even decades later. 

In 2023, flare leggings have become a fashion trend again and are making their way into well-known companies like Lululemon, etc. You can find them in different colors and patterns or just wear a simple black pair. 

Two very popular options amongst many fashionistas are the Aerie Crossover Flare Leggings and the Alo Yoga Leggings. If you’re in the market for a new pair, definitely check these out. 

What body type looks good in flare leggings?

Flared leggings almost always looked incredible on an hourglass body shape.

However, flare leggings can be a perfect fit for many body types, so don’t be afraid to try a pair on!

Do flared pants make you look thinner?

If you throw on a pair of cute flare leggings, you can pretty much count on looking more slender (and also taller). Even with a sight flare, you will get that slimming effect while showing off your curves.

How do you wear leggings and look classy?

The best part about wearing leggings is that you can create so many different looks, even classy and chic outfits.

To get a classy, stylish look with your leggings, consider wearing a nice pair of pumps and dressing your outfit up with jewelry and a blouse.

A button-down shirt is an easy way to make a pair of black leggings look a bit more polished. You can also wear a tank top under a blazer to dress up your outfit a bit. 

What do you wear with flare leggings at school?

When heading to school you want to make sure you dress appropriately enough that you don’t get sent home!

Save the crop tops for the weekends and stick to long sleeve henleys, button-ups, sweatshirts, and sweaters for a more school-acceptable look.

Go strut those flare leggings outfits!

Flared leggings are no longer just for sports bras and workouts. Styled properly, they can create a chic and stylish outfit that can be worn for many occasions.

Flare leggings also come in a variety of styles, including a slight flare or a bigger flare. Either way, you will be able to find the perfect match to fit your personal style and the occasion you’re dressing for. 

If you want to add a little spunk to your outfit, don’t forget to add accessories like jackets, jewelry, and hats. Now that you have some inspiration, it’s time to go shopping for your wide leg pants! 

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