20 Leggings Outfits Winter: Chic, Cozy & Stylish Looks to Rock This Season
Winter doesn’t mean giving up comfort or style — especially when leggings are your secret weapon. These versatile bottoms pair effortlessly with sweaters, boots, and coats, creating endless outfit possibilities. Whether you’re lounging at home, heading to brunch, or running errands, leggings outfits for winter keep you warm, trendy, and put-together. Here are 20 stylish ways to wear leggings this winter without compromising on fashion or comfort.
1. Oversized Sweater and Leather Leggings
A chunky oversized sweater paired with faux leather leggings is the ultimate mix of cozy and edgy. Add ankle boots and gold hoops for that effortless street-style vibe. The contrast between soft knit and sleek leather creates instant visual balance. This outfit is perfect for chilly mornings when you want comfort with a bold twist.
2. Long Coat and Turtleneck Combo
Stay sophisticated by layering your black leggings with a fitted turtleneck and a long wool coat. Complete the look with knee-high boots and a structured handbag. This combination feels timeless and instantly chic, making it ideal for work or city strolls. Choose neutral tones for a minimalist aesthetic or deep winter hues for a bolder statement.
3. Puffer Jacket and Cropped Hoodie
For sporty winter days, throw on a cropped hoodie, puffer jacket, and high-waisted leggings. It’s casual, trendy, and incredibly warm. The puffer adds volume while the hoodie balances it out, creating a flattering silhouette. Sneakers or snow boots seal the deal for an athleisure-inspired winter look.
4. Cardigan and Thermal Leggings
Cozy cardigans and fleece-lined leggings are made for lazy winter days. Add a simple tee or tank underneath, and finish with fuzzy socks or Ugg-style boots. This outfit screams comfort yet looks effortlessly cute for coffee runs or casual hangouts. Layer some dainty necklaces to add a touch of softness.
5. Plaid Shacket and Black Leggings
A plaid shacket over leggings is a Pinterest-favorite combination that blends warmth with effortless cool. Go for neutral or tan tones for that modern rustic vibe. Add combat boots and a beanie to complete the look. This ensemble works perfectly for winter adventures or cozy nights by the fire.
6. Blazer and Faux Leather Leggings
Turn your leggings into a fashion statement with a structured blazer. Pair them with a white tee or turtleneck for balance. Heeled boots or loafers add polish, making this look office-appropriate or brunch-ready. The leggings outfit for winter gets an instant upgrade when mixed with tailored outerwear.
7. Teddy Coat and White Leggings
Winter whites are trending, and pairing white leggings with a teddy coat creates a dreamy monochrome look. Add beige or nude accessories for a cozy aesthetic that feels luxurious. This combination is perfect for holiday photos, coffee dates, or casual walks in the snow.
8. Flannel Shirt and Thermal Leggings
For a rustic, cabin-chic feel, throw on a flannel shirt over thermal leggings. Layer it with a plain tee or turtleneck and finish with hiking boots. This outfit is ideal for outdoor winter getaways, giving off relaxed yet put-together energy. Add a chunky scarf to stay extra warm.
9. Cropped Sweater and High-Waisted Leggings
Balance a cropped knit sweater with high-waisted leggings for a cozy yet flattering silhouette. This combo accentuates your waist while keeping you warm. Perfect for casual outings or cozy days indoors. Add long socks or booties to make it winter-appropriate.
10. Long Puffer Vest and Hoodie
Stay sporty yet chic with a long puffer vest layered over a hoodie and leggings. The contrast of layers gives depth and warmth to your outfit. Pair it with chunky sneakers or combat boots for that winter streetwear vibe. It’s a go-to look for busy, on-the-go days.
11. Denim Jacket and Leggings
Classic and cool, a denim jacket over a hoodie and leggings is a timeless choice. Add a beanie and white sneakers for casual perfection. You can also switch it up with a shearling-lined denim jacket for extra warmth. This leggings outfit for winter hits the perfect balance of laid-back and stylish.
12. Wool Sweater Dress Over Leggings
A sweater dress layered over leggings offers both warmth and elegance. Cinch your waist with a belt and finish with knee-high boots. This feminine yet cozy look transitions easily from day to night. It’s one of the most versatile winter leggings outfits you’ll want to repeat all season.
13. Bomber Jacket and Leggings
Add a sporty-chic vibe with a bomber jacket and leggings. Choose neutral colors like beige, olive, or black for an elevated aesthetic. Pair with sneakers or ankle boots. This outfit is perfect for errands, coffee catch-ups, or even travel days when comfort is key.
14. Turtleneck Sweater and Statement Coat
A fitted turtleneck with leggings creates the base for layering a bold, statement coat. Think plaid, leopard, or bright colors. This outfit turns heads while keeping you warm. Add sleek boots and a crossbody bag for a refined finish.
15. Sherpa Pullover and Fleece Leggings
Embrace the ultimate comfort combo with a sherpa pullover and fleece-lined leggings. Add winter boots and a beanie for a Pinterest-worthy cozy look. It’s perfect for lazy Sundays, fireside lounging, or quick grocery runs. Soft textures make it irresistibly snuggly.
16. Monochrome Athleisure Set
A matching leggings and top set in a single color — like gray, taupe, or mauve — feels polished yet relaxed. Add a long coat and sneakers for a modern, influencer-inspired vibe. The leggings outfit winter trend gets an elevated twist when you go monochrome.
17. Leather Jacket and Black Leggings
Pair your favorite leather jacket with classic black leggings for an edgy winter aesthetic. Add a hoodie or knit underneath for layering and warmth. Finish with chunky boots or platform sneakers. It’s a bold yet timeless look that’s easy to recreate.
18. Sweater Vest and Button-Up Shirt
Layer a crisp white button-up shirt under a knit sweater vest and pair with leggings for a chic preppy look. Add loafers or boots and a mini bag. This combo feels academic yet trendy — perfect for winter days when you want to look smart and stylish.
19. Cape Coat and Leggings
Cape coats are elegant and pair beautifully with fitted leggings. The silhouette creates balance — structured on top, sleek on the bottom. Add heeled boots and gloves for a sophisticated cold-weather look. This outfit feels luxurious and fashion-forward.
20. Hoodie Dress and Leggings
A hoodie dress with leggings is comfy, cute, and totally Pinterest-worthy. Pair with chunky boots or sneakers for a laid-back vibe. Throw on a beanie and crossbody bag to finish the look. This winter leggings outfit is ideal for casual days and cozy moments alike.
Styling Tips for Leggings in Winter
- Always balance fitted leggings with oversized or structured tops.
- Invest in thermal or fleece-lined leggings for extra warmth.
- Layer coats, scarves, and accessories to elevate simple looks.
- Stick to neutral tones for versatility, or add pops of color for fun.
- Don’t forget boots — they instantly make leggings winter-ready.
Conclusion
From sleek leather styles to cozy knits and statement coats, leggings outfits for winter prove that comfort and fashion can absolutely coexist. Whether you prefer athleisure, chic layers, or casual classics, these 20 ideas offer endless inspiration for every mood and occasion. Save your favorites, mix and match, and stay stylishly warm all season long.
