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How To Style Flare Leggings

08.12.23

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Last Edited 08.12.23

StylingLeggings

It’s not just moms on the school run sporting flare leggings anymore. For pilates, lounging, and everything in between, flare leggings have cemented their place as a wardrobe must-have. Loved for their flattering fit, unparalleled comfort, and stylish new take on a workout essential, they’re the ultimate hybrid between fashion and function.

There’s no denying that social media has played a huge role in their revival. TikTok trends led by internet stars like Emma Chamberlain catapulted the humble yoga pant into Gen Z’s favorite fashion trend. With the resurgence of Y2K-inspired styles, including low-rise pants, it’s no surprise we’re seeing flare leggings everywhere. The turn of the decade also saw the rise in the split-hem leggings - featured in a more formal look, with a high-waisted silhouette and a design appropriate for both work and play.

But now the flare legging, with their versatile fabrics and comfy waistbands is perfect for all-day comfort for work-outs, rest days, cosy nights in, travelling, and everything in between.

If you’re not sure how to style flare leggings but are ready to embrace the wide-leg silhouette, we’ve got you covered with flare leggings outfits for workouts, casual errands, social events, and more. Let’s explore how to make flare leggings work for every occasion.

Shop Flare Leggings

What Are Flare Leggings?

Our flare leggings are designed to combine style, comfort, and functionality. With a snug fit around the waist and thighs that gradually flares out into a wide-leg silhouette that flatters all body types.

You can find flare leggings crafted from premium fabrics like stretchy nylon-elastane blends typically used in activewear. Or you can also buy flared leggings made from cotton like old-school yoga pants for a more casual touch.

Flare leggings are made for movement and all-day comfort whether that’s flowing through yoga poses or heading out for brunch. Plus, their tailored fit through the waist and hips, combined with the relaxed, wide-leg flare elevates them from typical leggings to a versatile piece that can be dressed up or down.

Why Flare Leggings Are a Must-Have

Although we love a pair of classic black leggings, flare leggings provide a different silhouette that can drastically alter the vibe of an outfit. Since they mimic the shape of a traditional pair of pants with a wider leg silhouette, they can add balance to the outfit when paired with cropped tops and boxy pullovers.

But what really sets them apart is their ability to balance casual and polished. Their flared design creates a timeless look reminiscent of classic yoga pants that slot perfectly into outfit rotation of Y2K fashion and chic office style. Whether you’re pairing them with a playful crop top or an oversized shirt and blazer for a smarter look, flared leggings can do it all.

When it comes to getting dressed in the morning, having items you know fit well and provide well can give you a lot of confidence in the styling department. It’s easier to feel good about yourself when you feel confident in your outfit. And with their buttery-soft materials that prioritize comfort and sleek, high-waisted cuts, flare leggings offer endless styling opportunities for the hybrid lifestyles we live today.

What to Wear with Flare Leggings

We love the versatility of a pair of flare leggings. The endless styling options and ultimate comfort make them a firm favourite in our wardrobes (especially in the Gymshark office), and there are a few key pieces we love to style with flare leggings for a guaranteed cute fit. Here’s what to wear with flare leggings:

Oversized T-Shirts

Styling your pair of flare leggings with an oversized t-shirt is the ultimate comfy-girl look. Think streetwear vibes, especially when paired with preppy accessories like caps, and chunky retro sneakers. An oversized t-shirt and flare leggings are the jeans-and-a-nice-top of casual hangings, always a hit, in real life and on the group chat. For colder months, pop a fleece-lined jacket over the top for extra warmth.

Crop Tops

The go-to look for celebs parading the streets of LA on the way to their reformer pilates classes (or smoothie run), this outfit combination is chic yet sporty, and perfectly relaxed. Pair your flare leggings with a crop top of the same colour for a chic, cohesive fit, or a cute graphic crop top and flannel for some dimension. We love the shape of flares paired with a crop top, and the high-waisted fit and mid-riff on-show combo create a snatched silhouette.

Oversized Hoodies and Sweatshirts

Chances are if you're a subscriber to the Anything Goes Podcast (the chatty lifestyle podcast from Emma Chamberlain), then you've already tried this flare leggings outfit formula after the Gen Z star made the pairing go viral. Despite their modern reboot, flare leggings and a baggy sweatshirt were a hallmark of 90's athleisurewear; and of course, a headband completed the look. This winning OOTD makes getting dressed easy in the morning, just throw on your favourite sweater on top of your flares, and you’ll be out the door in no time, looking stellar every time.

Cropped Hoodies

So you’re the kind of person who likes everything cropped. We don’t blame you. Cropped tees are undeniably flattering, and along with cropped hoodies, and sweatshirts, they have become a modern wardrobe staple. Our cropped hoodies will sit just above the waistband of your flare leggings for a seamless pairing that accentuates the waist, whilst adding more warmth and coverage on top to keep you cosy during the cooler months.

Fitted Jackets

The yoga look of all yoga looks; flared leggings and a fitted zip jacket always looks effortlessly cool whether you’re heading to class or not. Designed to sculpt your silhouette, our full zip jackets are form-fitting, comfortable and supportive, which makes them the perfect base for building layered cold-weather looks. Style with flare leggings for a winning combo that looks chic yet sporty, for working out, lounging in, and hitting up your local Whole Foods.

Accessories

The right bag, hair accessory or statement jewellery to take your look to the next level. Try a slouchy oversized bag, a large scrunchie and sleek black sunnies to dress up your flare leggings outfit. Wear loafers for a modern preppy look, trainers

Flare Leggings Outfit Ideas

Knowing what to wear with flare leggings is one thing. Understanding how to actually style them is another, and if you’re going to adopt the comfy flares into your year-round rotation of pants, then you’ll want a bank of flare legging outfits at the ready. Discover how to style flare leggings:

1. Workout Ready

Flare leggings are more than just stylish, they're functional for all your fitness needs. Designed with stretch, durability, and moisture-wicking properties, they’re ideal for everything from yoga to Pilates and even light cardio sessions.

How to wear flare leggings for working out: Flare leggings pair perfectly with a cropped tank or a seamless long-sleeve top to keep for a sleek workout 'fit that's perfect for anything from your incline walks to reformer classes. For sweaty workouts, or when you want to show off your stylish sports bra, choose something strappy, yet supportive so you stay cool and confident as you move.

Check out our sports bra size guide to find the right style and fit for you!

2. Running Errands in Style

When it comes to running errands, flare leggings outfits strike the perfect balance between comfort and athleisure style. Choose oversized tees, hoodies, and sweatshirts to wear with your favourite sneakers, as they create a relaxed yet put-together vibe.

Styling tip: Lean into preppy accessories like caps and retro totes to elevate your laid-back look effortlessly. Stay casual yet polished by teaming flare leggings with an oversized sweatshirt and an earthy-toned cap. This flared leggings outfit is easy to wear for days when you haven't got time to plan an extravagant outfit, but still want to look put together.

3. Cosy Winter Fits

Soft fabrics and cosy fits make flare leggings the ultimate loungewear staple. Perfect for lazy days or cosy evenings, their endless styling options makes them a winter must-have.

How to wear flare leggings in the cold weather: Pair your flares with chunky knitwear or sherpa pullovers in the winter to stay warm and stylish. A fleece hoodie combined with thick socks or slippers is perfect for at-home comfort, while a neutral-toned knit sweater makes stepping out for a coffee run stylish and just as cosy.

4. Dressing Up For An Event

Flare leggings can seamlessly transition into semi-formal attire and can easily be dressed up for a night out or a casual social gathering. Thanks to their flattering fit and versatility, they look as good in the nighttime as in the day.

How to dress up your flare leggings: Elevate the look for an event or night out by styling your flares with blazers, fitted tops, or cropped jackets. Stick to trendy neutral shades like beige, black, or earthy hues to keep the outfit modern and cohesive. Add mini bags and layered jewellery to make your outfit pop. For footwear, opt for boots, ballet flats, or trendy stilettos to suit the occasion.

Whether you're crushing your workout, having a cosy stay at home day, or dressing up for a day out, we’ve got a style to suit every mood and occasion. With a variety of fits; from subtle wide-leg flare leggings to bold split-hem designs; flares for working out, and for lounging; our collection lets you embrace your different personalities, effortlessly blending comfort and style.

Perfect for relaxed days at home or casual errands, foldover flare leggings are crafted for ultimate comfort.

  • Features: A foldable waistband that allows for adjustable fit and ease of movement.

  • Best For: Cozy lounging, light stretching, or travel days when comfort is key.

  • Styling Tip: Pair with chunky knits or fleece hoodies for the ultimate cosy vibe.

Look sleek and studio-ready, with the Elevate Flare Leggings that pull outfits together in the most minimalist, effortless ways.

  • Features: Sweat-wicking, durable fabrics with a sculpted fit.

  • Best For: Studio workouts, Pilates, and post-gym coffee runs.

  • Styling Tip: Pair with strappy sports bras and cropped tanks for a chic, athletic look.

For a versatile look that transitions effortlessly from casual to dressed-up, the Crossover Flare Leggings are your go-to.

  • Features: A flattering crossover waistband that cinches the waist while adding a trendy touch.

  • Best For: Dressing up for brunch or relaxed work attire, or keeping it casual on a day out.

  • Styling Tip: Style with fitted tops and cardigans, or throw on an oversized hoodie for laid-back vibes.

Looking for a bold fashion statement? The Split-Hem Flare Leggings bring an edge to your wardrobe.

  • Features: A split hem design that’s perfect for highlighting your footwear and adding a unique touch to your outfit.

  • Best For: Events, dinner dates, or trendy street-style looks.

  • Styling Tip: Pair with sleek heels or chunky boots and fine jewellery.

How to Find Your Perfect Fit

Now you’ve learnt everything about how to style flare leggings and what to wear with flare leggings, and you’ll want to ensure that your pair fits exactly right. They should fit snugly around your waist and thighs without being restrictive, and the length should sit nicely on top of your shoes without dragging on the floor. Check out our Find Your Fit | Gymshark Leggings Sizing Guide to find out how to measure your size correctly and get your perfect style.

We can’t wait to see you styling your flare leggings outfits for another season!

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Lannay Dale-tooze

Content Writer

Meet Lannay Dale-Tooze, our Content Writer with an eye for the next big trend. As Gymshark Central's go-to for styling and trending fashion, she writes about the latest activewear must-haves, outfit inspiration, and the trends shaping how we move.

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Got any questions about anything you’ve seen, get in touch with our friendly support team.

Need help with anything?

Got any questions about anything you’ve seen, get in touch with our friendly support team.

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