15 Stylish Leggings Outfits for Winter

Leggings in winter? Absolutely! Gone are the days when these comfy stretchy pants were relegated to just gym wear. Now, they re a versatile staple that can take you from cozy nights in to stylish nights out. As someone who practically lives in leggings during the colder months, I ve teamed up with some fashion-forward friends to bring you 15 chic ways to rock your leggings this winter. Trust me, your legs (and your style cred) will thank you.

Oversized Sweater and Ankle Boots

Who says comfort can t be chic? Pair your favorite leggings with an oversized sweater that s basically a wearable hug.

Add some ankle boots, and you re ready to conquer the world (or at least the coffee shop). This look screams I woke up like this but in the best way possible.

Pro tip: Play with textures! A cable-knit sweater adds visual interest and keeps things from looking too plain.

Leather Jacket and Combat Boots

Channel your inner rock star with this edgy ensemble. Black leggings + white tee + leather jacket = instant cool.

Throw on some combat boots, and you re ready to take on whatever the day throws at you. Maybe even start a band. Who knows?

For extra punk points, add some studded accessories. Just don t go overboard, or you might set off metal detectors.

Tunic Dress and Knee-High Boots

Long live the leggings-as-pants debate! This outfit cleverly sidesteps the issue altogether.

A flowy tunic dress over leggings is like having your cake and eating it too comfy and stylish. Add knee-high boots for that perfect autumn vibe.

Bonus: This combo works great for those I ate too much at Thanksgiving days. Not that I m speaking from experience or anything

Plaid Shirt and Sneakers

Embrace your inner lumberjack (but make it fashion) with this cozy-casual look. An oversized plaid shirt paired with leggings is the ultimate weekend warrior outfit.

Slip on some sneakers, and you re ready for anything from a forest hike to a Netflix marathon. Don t forget a beanie for extra warmth and style points!

Faux Fur Vest and Riding Boots

Who says you can t be glamorous and practical? This outfit says I m ready for a winter wonderland photoshoot while still keeping you toasty.

The faux fur vest adds a touch of luxury, while riding boots keep things grounded (literally). Perfect for those let s go cut down our own Christmas tree adventures.

Denim Shirt and Loafers

Sometimes, simple is best. A classic denim shirt paired with black leggings is like the PB&J of outfits it just works.

Add some loafers for a preppy twist, and you re ready for a day of running errands or hitting the books. It s the perfect I tried, but not too hard look.

Chunky Cardigan and Moccasins

If hygge were an outfit, this would be it. Wrap yourself in a chunky cardigan, slip on some cozy moccasins, and you re ready for a day of serious lounging.

Or, you know, adulting if you must. The best part? You ll look put-together even if you re just heading to the mailbox.

Long Blazer and Heeled Ankle Boots

Who says leggings can t be office-appropriate? Pair them with a crisp white blouse and a long blazer for instant boss-lady vibes.

Heeled ankle boots add a touch of sophistication. Warning: This outfit may cause sudden urges to lean on things and look pensively into the distance.

Poncho and Wedge Boots

Embrace your inner fashionable nomad with this boho-chic ensemble. A colorful poncho adds instant style to simple leggings.

Wedge boots give you a little height without sacrificing comfort. Perfect for those I m a free spirit, but I also have errands to run days.

Turtleneck and Over-the-Knee Boots

Channel your inner Audrey Hepburn with this sleek and sophisticated look. A turtleneck and leggings combo is timeless, but add some over-the-knee boots and suddenly you re ready for the runway.

Or at least the grocery store runway. Remember, confidence is key strut like you mean it!

Flannel Shirt and Ugg Boots

Embrace the classic basic look, but make it fashion. A cozy flannel shirt paired with leggings is the ultimate in comfort.

Add some Ugg boots (don t pretend you don t have a pair), and you re ready for a day of pumpkin spice lattes and hayrides. Basic? Maybe. Comfortable? Absolutely.

Sweater Dress and Thigh-High Socks

For those days when you want to feel like a cozy, sexy librarian (it s a thing, trust me). Layer a sweater dress over your leggings, add some thigh-high socks, and finish with ankle boots.

It s like wearing a blanket, but make it fashion. Plus, those thigh-high socks are basically leg warmers for adults. Win-win!

Puffer Vest and Snow Boots

Who says you can t be stylish while building a snowman? Pair your leggings with a cozy thermal shirt and a puffer vest for a look that s both practical and cute.

Snow boots keep your toes toasty. Warning: This outfit may lead to spontaneous snow angel making.

Belted Tunic and Ballet Flats

For when you want to feel put-together but can t bear the thought of real pants. A long tunic belted at the waist creates a flattering silhouette, while ballet flats keep things elegant.

It s the perfect outfit for pretending to understand modern art or sipping overpriced coffee. Culture, darling!

Hoodie and High-Top Sneakers

Sometimes, you just need to channel your inner teenager. An oversized hoodie paired with leggings is the ultimate in comfy-cool.

Add some high-top sneakers, and you re ready to hit the skate park. Or, more realistically, the couch. Either way, you ll look cool doing it.

There you have it, folks! Fifteen ways to rock your leggings this winter without looking like you ve given up on life. Remember, fashion is all about having fun and expressing yourself. So go forth, be comfy, and conquer the world one stretchy pant leg at a time!