15 Stylish Leggings Outfits Perfect for Every Occasion

Leggings, the unsung heroes of our wardrobes, have been there for us through thick and thin (literally). They’re the secret weapon we pull out when we want to look put-together but feel like we’re wearing pajamas.

So, in honor of these magical stretchy pants, I’ve scoured the depths of Instagram to bring you 15 of the most stylish leggings outfits out there. These looks will take you from the couch to the club and everywhere in between. And the best part? You won’t have to sacrifice comfort for style.

So, get ready to take some fashion notes and don’t forget to save your favorite outfit to your relevant Pinterest board by clicking on the “pin it” button on the images!

1. The “I Woke Up Like This” Look

The "I Woke Up Like This" Look
credit: instagram.com/natalie.s.t.howard.x

Oversized denim jacket? Check. Gray t-shirt? Check. Black leggings and white chunky sneakers? Double check. This outfit screams “I just rolled out of bed, but I still look fabulous.”

It’s the perfect combo for running errands, grabbing coffee, or just lounging around the house. Bonus points if you actually did wake up like that.

2. The “I’m a Boss, But I’m Also Comfy” Look

The "I'm a Boss, But I'm Also Comfy" Look
credit: instagram.com/anna_brstyle

Who says you can’t wear leggings to work? With a fierce pink leopard print cardigan, a dark top, and some sleek leather leggings, you’ll be the talk of the office.

Throw on a pair of over-the-knee boots and a black quilted shoulder bag, and you’re ready to take on the world (or at least that 2pm meeting).

3. The “Athleisure, But Make It Fashion” Look

The "Athleisure, But Make It Fashion" Look
credit: instagram.com/aishacvirk

Light blue leggings and a loose white t-shirt may sound basic, but paired with some classic black and white Nike sneakers, you’ve got yourself a lewk.

Whether you’re hitting the gym or just running around town, this outfit is the perfect blend of sporty and stylish.

4. The “Cozy Chic” Look

The "Cozy Chic" Look
credit: instagram.com/itsemilyjames

Oversized beige sweater? Check. Black leggings? Check. Beige mules and a brown crossbody bag? Check and check. This outfit is the epitome of cozy chic. It’s perfect for a casual brunch with friends or a day of shopping (online, of course).

5. The “Earthy Goddess” Look

The "Earthy Goddess" Look
credit: instagram.com/cbstyled

Channel your inner earth goddess with this beige cardigan, white t-shirt, and dark brown leggings combo. Add some beige sneakers and a woven tote bag, and you’re ready for a day of exploring or a picnic in the park.

6. The “Baby, It’s Cold Outside” Look

The "Baby, It's Cold Outside" Look
credit: instagram.com/caryslouisebrandon

When the temperature drops, it’s time to break out the big guns (aka the oversized sherpa jacket). Pair it with some black leggings, brown UGG-style boots, and a white knit beanie hat, and you’ll be ready to brave even the chilliest of days.

7. The “50 Shades of Beige” Look

The "50 Shades of Beige" Look
credit: instagram.com/caryslouisebrandon

Beige is the new black, haven’t you heard? This tan oversized coat, gray sweater, and black leggings combo is proof. Add some light tan boots, and you’ve got a neutral chic look that’s perfect for a day of shopping or a casual dinner with friends. Just don’t spill any red wine on that coat, okay?

8. The “Sleek and Chic” Look

The "Sleek and Chic" Look
credit: instagram.com/georgina_patient

Nothing says “I have my life together” like a long black coat and slim black leggings. Add some beige boots, a black crossbody bag, and a black baseball cap, and you’re ready to take on the world (or at least that fancy dinner reservation).

9. The “90s Called, They Want Their Outfit Back” Look

The "90s Called, They Want Their Outfit Back" Look
credit: instagram.com/mariacarlos__

Crop tops, flannel, and high-waisted leggings? It’s like we’ve time-traveled back to the 90s, and we’re not mad about it. This outfit, complete with a green baseball cap and white sneakers, is perfect for a day of thrift shopping or a concert with friends.

Just don’t forget to take a picture for your Instagram feed with the caption “Livin’ that #90slife.”

10. The “Retro Chic” Look

The "Retro Chic" Look
credit: instagram.com/kristinendalton

Flare leggings are back, and they’re better than ever. Pair them with an oversized light-wash denim jacket, a white turtleneck sweater, and some white sneakers for a retro-chic look that’s perfect for brunch with friends or a casual date night.

11. The “Walking on Sunshine” Look

The "Walking on Sunshine" Look
credit: instagram.com/roselynweaver

Brighten up even the gloomiest of days with this yellow puffer jacket, black and white striped top, and black leggings combo. This outfit is perfect for a day of exploring a new city or a picnic in the park.

The yellow puffer jacket adds a pop of color to the outfit, while the sunglasses keep it cool and stylish.

12. The “Mermaid Off-Duty” Look

The "Mermaid Off-Duty" Look
credit: instagram.com/puttingmetogether

Who says mermaids can’t wear leggings? With this bright teal hoodie, black leggings, and grey sneakers combo, you’ll be ready to make a splash (pun intended). Add a small white crossbody bag, and you’re ready for a day of errands or a casual lunch with friends.

13. The “Adventure Awaits” Look

The "Adventure Awaits" Look
credit: instagram.com/natalie.s.t.howard.x

Ready to take on the great outdoors? This cream-colored utility jacket, plain white t-shirt, and light brown ribbed leggings combo is the perfect outfit for a day of hiking or exploring a new city.

Add some white sneakers, a tan baseball cap, sunglasses, and a brown leather handbag, and you’re ready for anything.

14. The “Netflix and Chill” Look

The "Netflix and Chill" Look
credit: instagram.com/cbstyled

Let’s be real, sometimes the best outfit is the one you can lounge around the house in. Enter this beige sherpa jacket, black and white striped sweater, and black leggings combo.

Add some white sneakers and sunglasses (for when you finally decide to leave the house), and you’re ready for a cozy day of binge-watching your favorite shows. Just don’t forget the snacks.

15. The “Party Animal” Look

The "Party Animal" Look
credit: instagram.com/sophslayz

Who says leggings can’t be sexy? With this long-sleeved crop top, high-waisted leggings, and strappy black heeled sandals combo, you’ll be ready to dance the night away.

Add a small black handbag and some sunglasses (for the inevitable walk of shame the next morning), and you’re ready to party like it’s 1999 (or 2024, whatever floats your boat).

Leave a Reply

Your email address will not be published. Required fields are marked *