This post shows you Winter Outfit Ideas with Leggings
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When the temperatures drop and the snow starts to fall, there’s one cold-weather essential that always pulls its weight: leggings. Comfortable, cozy, and surprisingly versatile, leggings are the unsung hero of winter wardrobes. Whether it’s a coffee run, a casual office day, or weekend errands, leggings can be styled in dozens of ways to look cute and stay warm.
Here are 18 winter outfit ideas with leggings that make it easy to look pulled together even when it’s freezing outside.
Winter Outfit Ideas with Leggings and Oversized Sweaters
Oversized sweaters and leggings are a cold-weather dream team. A chunky knit in a neutral tone pairs perfectly with classic black leggings. Add ankle boots and a beanie, and suddenly you’re Pinterest-ready.
Layering tip: throw on a longline wool coat if you’ll be outdoors for a while.
Monochrome Chic Black Leggings Outfit Winter
Black on black never goes out of style. Combine black leggings with a black turtleneck and black boots for a sleek, elongated look. Add a plaid scarf or a tan trench for a little contrast.
This minimalist approach is flattering and easy to assemble with basics you already own.
Leggings Outfit Ideas with a Puffer Jacket
Puffer jackets are everywhere in winter fashion—and for good reason. They’re warm, lightweight, and add a sporty edge to leggings outfits. Choose a cropped puffer to balance proportions or go full-length for maximum warmth.
Black leggings work well here, especially with white or pastel puffers.
Leggings Winter Outfit Featuring Sherpa or Teddy Coats
There’s something irresistible about the texture of sherpa coats. Throw one over a thermal long-sleeve tee, black leggings, and lace-up boots. It’s cozy without looking lazy.
Play with color by choosing sherpa in cream, camel, or blush tones.
Leggings Outfits with Tunic Sweaters
Tunic sweaters are basically leggings’ best friend. They provide enough coverage and warmth without looking boxy. Choose one with side slits or a high-low hem for extra style points.
Belt it at the waist if you want more shape.
Black Leggings Outfit With Bodysuit and Long Cardigan/ Shirt
This combo offers a clean silhouette and is surprisingly warm. A fitted bodysuit tucks into black leggings seamlessly, while a long cardigan adds flow and comfort.
Style tip: Choose a bodysuit with a high neckline or long sleeves for more coverage.
Winter Outfits With Leather Leggings
Faux leather leggings add an instant edge to any winter look. They’re just as comfortable as cotton ones but with a sleek, dressier vibe. Pair them with an oversized sweater and knee-high boots for a balanced silhouette.
What To Wear With Ribbed Leggings
Ribbed leggings add texture and warmth. They look great with similarly textured tops like waffle-knit tees or thermal hoodies. Try them in earthy tones—olive, rust, or heather gray.
Finish with shearling-lined clogs or hiking boots for a weekend-ready vibe.
Cardigans And Leggings Outfit Combo
A cozy cardigan is a no-brainer with leggings. Go with a long duster cardigan and layer over a basic tee and leggings. Add a pendant necklace and boots for an elevated casual look.
For work-from-home days or casual meetings, this look balances style and comfort perfectly.
Short Brown Boots With Black Leggings
Short brown boots create contrast when worn with black leggings. Add a neutral-colored sweater and top with a blanket scarf. The brown boots ground the outfit and keep it from looking too monotone.
Make sure your boots have good tread—winter isn’t kind to slick soles.
Leggings With Shoes Outfit Ideas: Sneakers, Loafers, and More
Don’t limit leggings to boots. White sneakers work great with leggings and a hoodie under a trench. Lug-sole loafers or high-top Converse add variety.
In icy weather, make sure your footwear has traction—or keep your favorite pairs for dry days.
Boots With Socks Outfit Black Legging
Layering socks over black leggings and under boots is a cozy, stylish detail. Try wool socks that peek over the top of combat boots or hiking boots. Stick to neutral or matching tones to keep it polished.
It’s a small addition, but it really makes your winter outfit look intentional.
Leggings And Boots Outfit: Classic and Functional
Tall boots—think riding or knee-high—are a timeless match with leggings. Choose sleek black or brown leather and pair with a fitted knit top. Throw on a structured coat and you’re good to go.
This look works well for running errands, grabbing brunch, or even low-key dates.
Casual Layering with Flannels and Leggings
Flannels add a casual, laid-back touch to winter leggings outfits. Wear one open over a graphic tee or thermal top with leggings and slip-on boots. Knot it at the waist if it’s too long.
Try pairing red plaid with black leggings for that classic wintry look.
Quilted Vests and Leggings for Sporty Vibes
Quilted vests are underrated. They add warmth without bulk, and they work well over hoodies or long-sleeve tops. Combine with black leggings and trail runners or waterproof sneakers for an outdoorsy feel.
This is also a good option for transitional weather or early winter.
Blazers and Leggings for a Business Casual Look
Yes, blazers work with leggings—if done right. Choose structured leggings (not too shiny or thin) and wear with a longer blouse or tunic underneath. Add a boyfriend blazer and ankle boots.
Stick with neutral tones like gray, camel, or navy to keep it polished.
Winter Outfit Ideas with Leggings: Athleisure
Athleisure is basically a winter uniform now. A matching hoodie and leggings set topped with a puffer and a knit beanie looks effortlessly put-together. Add sleek sneakers or slip-on UGGs.
You can also layer a turtleneck under the hoodie for extra warmth.
Sweater Dresses with Leggings and Boots
Sweater dresses are a great way to dress up leggings without sacrificing comfort. Choose a slightly oversized fit, and pair with fleece-lined leggings and knee boots. Cinch with a belt if the dress is too loose.
This look works for everything from holiday gatherings to cozy nights out.
Final Tip: For extra warmth, go for fleece-lined or thermal leggings during the coldest months. And don’t forget layering essentials like longline camis, heattech tops, or wool socks.
With the right combos, leggings can carry you through winter in comfort and style. Let these 18 outfit ideas inspire your next cold-weather look.
About the Author
Hello! I’m Maleesha, a fashion lover and style blogger who’s passionate about helping petite women feel confident and chic in every season. At just 5’1 “, I’ve spent years experimenting with proportions, tailoring, and layering to create outfits that flatter smaller frames. Through Outfit on Point, I share honest tips, outfit inspiration, and capsule wardrobe ideas to simplify style without sacrificing personality.
👉 Love these outfit ideas? Follow me on Pinterest for even more petite-friendly fashion inspiration, seasonal lookbooks, and daily styling tips!
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