Leggings outfits to wear outside of the house - so you never have to be without an elasticated waist

Putting together stylish leggings outfits has never been easier, thanks to our fashionable guide

street style images of leggings outfits
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Thought leggings outfits were just reserved for sweaty gym sessions and boxset binges? Think again. Though choosing what to wear with leggings can be tricky, the best leggings outfits work for a myriad of occasions - from weekend brunches to nights out. Some are even work-appropriate, because who doesn’t want to wear an elasticated waist at all times?

Stretchy, stylish and flattering, the best leggings tick all our boxes when it comes to that much-longed-for mix of fashion and functionality. The key to dressing them up (or down!) is to pick the right style - think the best leather leggings for the weekend, printed workout leggings for the gym, and a pair of the warmest leggings for fall. What you team them with matters too, such as slogan t-shirts for casual days, structured blazers for a smarter finish or a slouchy knit for ultimate cozy vibes. 

To make nailing your leggings outfits that bit easier, we’ve put together a mood board for each occasion, courtesy of a stylish bunch of street style stars and a few fashion-forward celebs. 

Leggings outfits - 5 looks to try 

Mastering how to dress simple but stylish is essential for stress-free mornings, and leggings are a key component in any versatile wardrobe. From adding a longline top or one of the best striped jumpers, to dressing up with one of the best blazers, here are 4 leggings outfits to try now. 

1. Leggings + longline jumper

street style images of leggings jumper outfits

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If you have a corporate job or one that requires a uniform, chances are you can’t wait to slip into something more comfortable by the time the weekend rolls around. What to wear with leggings for off-duty is easy - all you need to do is style them in place of jeans. And voilá, that's your weekend outfit with leggings sorted. To level up from loungewear, consider incorporating different materials, like leather or knits, for a more fashion-forward look. In need of some help with the best shoes to wear with leggings? For a sporty feel opt for a directional chunky trainer, and pair with the best cashmere socks to keep your look cozy.

A styling tip...

Don't forget, the see-through factor is a deal-breaker, so make sure you check your VPL before leaving the house. If your leggings don’t pass the test, no problem, just wear with a long-line top or jumper to steer clear of a wardrobe malfunction. 

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2. High-waisted leggings + shorter top

Street style models wearing leggings outfits suitable for evening

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Leggings for a night out? Yes, but not as we normally know them. Leave your trusty, sofa-worn pair at home and get ready to hit the town in some seriously fancy pants. We’re talking glitter, sequins, and high-shine patent - the bolder the better. Throw on with the best designer crossbody bags for a hands-free, dancefloor-ready look, ideal for Christmas party outfits. It's also best to look for details such as stirrup hems (yep, they're back), along with zips and side splits at the bottom to create one of the best leggings outfits. 

A styling tip...

Mix with similarly luxe textures like silk, satin and velvet to add interest to a head-to-toe black outfit. High-waisted leggings are not only great for wearing with shorter tops but offer a similar level of support as the best shapewear. Look out for split-leg detailing to really show off your shoes. 

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3. Thick leggings + shirt

leggings outfits street style

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If your office has a super strict dress code, chances are leggings won’t make it past reception. But for those that are a little more relaxed, they’re a legitimate alternative to smart trousers and jeans. Leggings that are pants are the best choice here, combining the appearance of a smart pair of trousers with all the benefits of stretchy fabric and an elasticated waistband. Creating the best leggings outfits is all about knowing which pair to choose, and for work, you have to go for smart, chic options. You can even style up leggings as part of work Christmas party outfits, don't be afraid to get creative.

A styling tip...

To keep your look office-appropriate, pair with tailored pieces like the best shirt or a nipped-in blazer. Opaque leggings also work well with tunics and mini-dresses when you want something thicker than tights. Choose weightier iterations too for a smart finish.

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4. Statement leggings + hoodie

celebrities wearing leggings outfits ready for the gym

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Thanks to the boom in athleisure, finding stylish workout leggings is easier than ever. In fact, you could say we’re spoilt for choice. Trade in plain black for a pretty patterned or bold bright pair, and wear with t-shirts, vests and hoodies in coordinating shades. When it comes to which trainers to wear with leggings, instead of opting for your best white trainers, mix it up with a bright pair. Some of the best leggings outfits are still laid-back, effortless, and all about comfy first. For leggings outfit ideas around the home, team your favorite pair with the best slippers for women for a cozy winter look.

A styling tip...

The fabric really matters here, so to ensure you stay comfortable and confident when working out it pays to invest in squat-proof, sweat-wicking fabrics. And remember, the busier the print, the harder it is to spot those well-earned sweat patches. 

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5. Leggings + statement outerwear

street style images of women wearing leggings and fur coats

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Statement outerwear makes any outfit feel pulled together, even if you're having a bit more of a low-key outfit day. As the months get colder, the time for embracing the coat trends 2022 edges closer - and we couldn't be happier. From the best waterproof jackets to delightfully fluffy numbers, a good coat or jacket can make any outfit. Whether you choose to layer your leggings outfits with the best Christmas jumpers and a cozy shearling piece or want to keep it minimal with a lightweight flannel design, crafting a stylish ensemble has never been easier.

A styling tip...

To let your outerwear do all the talking, stick to a monochromatic palette underneath. We recommend blacks or greys to keep things stylish, though whites and bright hues can compliment your coat of choice beautifully.

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Amelia Yeomans
Senior writer

Amelia joined woman&home in 2022 after graduating with an MA in Magazine Journalism from City University and she is now a senior fashion and beauty writer. She began building her career as a lifestyle journalist after completing a fashion journalism course at the Condé Nast College of Fashion & Design in 2019, writing for a variety of titles including OK!, New!, and Notion on topics such as sustainable fashion and entertainment.