How To Style Flare Leggings & What Shoes To Wear With Them

Flares, demystified.

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Yoga pants, bell bottoms, workout pants… whatever you want to call them, flared leggings are backbut how do you wear them? For those struggling to style up theirs, I’m sharing some easy outfit ideas that take the guesswork out of getting ready in the morning. Long gone are the days when they were solely reserved for all the soccer moms out there. Recently we’ve seen them on a whole host of celebrities, from Hailey Bieber and Kaia Gerber to Rihanna.

Just as we have seen denim jeans trends move towards wider leg styles, leggings are following suit – and this is not necessarily a bad thing. Flared leggings may just be the comfiest and chicest legging on the market. First of all, the wide-leg silhouettes is flattering for everyone as it elongates the leg, which is music to the ears of all of us short girls out there. Tight-fitting styles are never going anywhere of course, but flare leggings offer a completely different look.

You might be thinking, “Do I pair them with any old top, or should I keep them sleek and modern?” First things first, ditch the fear. At Cheap Luxury Handbags , we always encourage you to wear what makes you feel comfortable and confident. If you love it, wear it! Flares might be bold, but they’re surprisingly versatile; they can be your new bootleg jeans. So let’s talk about exactly how to style them.

They can be worn everywhere from your yoga class to a night out and everything in between. For a cute and casual everyday look, pair them with a cropped jumper and UGGs for some ’00s nostalgia. For an off duty cool girl look, pair with an oversized jumper and your favourite trainers. For a more dressed up look, pair with a simple tee and blazer combo with some ballet flats. For a night on the town, pair with an oversized shirt, heeled sandals and a statement pair of earrings. It’s that simple.

Below, I’m sharing some easy outfit ideas to give you some inspiration. Next, read all about how to wear leggings in 2024.

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Crop tops + UGGs

If you’re happy to bare your tummy, team your flared leggings with crop tops. This look elongates the legs as you’re allowing the waistband of your leggings to show. For added warmth, you can always throw on a cardigan.

T-Shirt + blazer

Keep your look relaxed with a loose-fitting T-shirt or dress it up with a blazer and heels. This offers a little more coverage if you’d rather not show your tummy. For some inspo, check out the best white t-shirts on the high street.

Sweatshirts + trainers

While it would be great to wear tank tops all year round, I’m sure you know only too well how bitter British winters can be. If you’re after a cosier option, a baggy sweatshirt is my go-to. Just like tees, it works with leggings because it matches their casual appearance. Comfort is key.

Oversized jacket + crop top

Play with proportion and team your leggings with oversized outerwear, like a denim, bomber or puffer jacket. This will balance out your body and make your legs appear smaller (not that they need it).

Baggy jumper + trainers

Keep things casual with an oversized knit and a pair of sneakers. Cool and casual, it proves just how effortless these comfy slacks can be.

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What shoes to wear with flare leggings

Trainers

Trainers are my go-to choice when it comes to flared leggings. If you’re going for a casual look, they’re the perfect choice.

Ugg boots

Embrace the comfort from head-to-toe with a pair of Uggs. These iconic boots have been worn by the likes of Kendall Jenner, Selena Gomez and Rihanna who love their practicality just as much as us.

Heeled boots

If you’re after a smarter look, consider wearing heels. Heeled boots make an outfit instantly smarter, but those leggings will still leave you feeling super comfy.

READ MORE: What Shoes Should You Wear With Leggings? 5 Pairs That Work Every Time

Shop flared leggings

If you’re sold on the look, here are a few flared leggings I think you’re going to love.

Norma Kamali Spat Stretch-Jersey Flared Leggings

Norma Kamali Spat Stretch-Jersey Flared Leggings, £115, Net-A-Porter

Norma Kamali Spat Stretch-Jersey Flared Leggings, £115, Net-A-Porter – buy now

For a pair of flares you can rely on, invest in this pair of stretch jersey leggings from Norma Kamali. They’re super soft for maximum comfort, not to mention flattering.

Spanx Leather-Look High-Rise Leggings

Spanx Leather-Look High-Rise Leggings, £130, Selfridges

Spanx Leather-Look High-Rise Leggings, £130, Selfridges – buy now

You don’t have to wear jersey though. Spanx have a leather-look pair that look incredibly cool.

lululemon Align High-Rise Mini-Flared Pant

lululemon Align High-Rise Mini-Flared Pant

Align High-Rise Mini-Flared Pant, £108, lululemon – buy now

Lululemon’s align high-rise mini-flared pants are designed especially for yoga, offering a stylish alternative to the regular yoga leggings we’re accustomed to.

Skims Ruched Pants

Ruched Pants, £68, Skims

Ruched Pants, £68, Skims – buy now

Skims ruched pants have adjustable drawstrings, giving you the option to show off your tummy or cover it up. Genius!

Tala DayFlex High Waisted Split Hem Flared Yoga Pant

DayFlex High Waisted Split Hem Flared Yoga Pant, £64, Tala

DayFlex High Waisted Split Hem Flared Yoga Pant, £64, Tala – buy now

Tala has a huge range of sizes, starting from 2XS up to 4XL so everyone can enjoy the trend.

Sweaty Betty Power Bootcut Gym Trousers

Power Bootcut Gym Trousers, £90, Sweaty Betty

Power Bootcut Gym Trousers, £90, Sweaty Betty – buy now

I’m obsessed with Sweaty Betty’s leggings. They’re super comfy and hold you in in all the right places. These are worth every penny.

The Frankie Shop Ribbed Stretch-Jersey Flared Leggings

Ribbed Stretch-Jersey Flared Leggings, £88, The Frankie Shop

Ribbed Stretch-Jersey Flared Leggings, £88, The Frankie Shop – buy now

The Frankie Shop have their own iteration of the trend, complete with zips at the ankles.

Offline By Aerie Real Me Flare Legging

Offline By Aerie Real Me Flare Legging, £67, American Eagle

Offline By Aerie Real Me Flare Legging, £67, American Eagle – buy now

Need a longer length? Aerie is your best bet. These come in a range of lengths and colours, ensuring the perfect fit.

H&M Flared leggings in black

H&M Flared leggings in black

Flared leggings in black, £12.99, H&M – buy now

Black is the new black, right? Whether you’re heading out for a coffee date or hitting the gym, these leggings have got your back.

Next Black power sculpting ponte flare leggings

Next Black power sculpting ponte flare leggings

Black power sculpting ponte flare leggings, £28, Next – buy now

Whether you’re out for brunch or hitting the street, this seriously affordable pair from Next is also a really good option. 

Mango Flared leggings

Mango Flared leggings

Flared leggings, £29.99, Mango – buy now

Mango knows how to keep it cool and stylish. Versatile and chic, these leggings are your go-to for effortlessly fashionable looks. 

Flared leggings FAQs

Are flared leggings still in style?

Absolutely – flared leggings are one of 2024’s most wearable pairs as they offer the comfort of regular leggings and the relaxed look that’s currently overtaking more tight-fitting clothing. Celebrities including Rihanna, Hailey Bieber and Emily Ratajkowski have been pictured wearing flare leggings in recent years, cementing their status as not just wearable but undeniably stylish.

Why do people wear flared leggings?

The resurgence of flares is no accident! These leggings offer unparalleled comfort, incredible versatility, and a magical leg-lengthening effect. Plus, they inject a hint of retro coolness into any ensemble.

Are flare leggings supposed to touch the ground?

Not necessarily! The length depends on the style and your preference. A slight pooling at the ankle is acceptable, but you want to avoid them dragging along the floor. Choose the right length to complement your height and shoe choice. You might want them to be a little bit longer if you plan to wear heels.

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