21 Plus Size Winter Legging Outfits Curvy Women Love

Ready to rock the coziest plus size winter legging outfits that blend comfort and style effortlessly? Yes, you can rock those curves!

Have you ever stood in front of your mirror, leggings in hand, wondering how to style them for winter without freezing or feeling self-conscious? Trust me, I’ve been there too.

As a plus size fashion enthusiast and stylist who lives in leggings (let’s be real here), I know the struggle of putting together winter outfits that are both warm and stylish.

Winter brings its own set of challenges for us curvy girls, from finding the right layers to creating proportions that make us feel confident.

I remember the day I cracked the code on plus size winter legging outfits.

I was rushing to meet friends for brunch, threw on some leggings with a long sweater, boots, and a scarf.

The compliments I got that day changed my whole perspective on winter fashion. Now, I’m here to share everything I’ve learned about rocking leggings in cold weather.

Here’s the thing – leggings aren’t just loungewear anymore. They’re a versatile foundation for countless winter looks.

Whether you’re heading to work, meeting friends, or running errands, there’s a way to style leggings that’ll make you feel amazing.

The secret? It’s all about the right combinations and knowing a few key styling tricks.

Must-Have: Plus Size London Winter Outfits.

21 Plus Size Winter Legging Outfits

In this guide, I’ll walk you through 24 different ways to wear leggings this winter. These legging outfits are specifically created for our curvy bodies.

Let’s dive into these game-changing plus size winter legging outfits that’ll keep you warm, comfortable, and looking absolutely gorgeous.

1. Dressy Vibes with Faux Leather Leggings

Slip into faux leather leggings to instantly elevate your winter look. Pair them with a long tunic-style sweater—bonus points if it covers your hips.

Slide into ankle boots with a low block heel. Need more polish? Add a gold chain necklace or hoop earrings. Heading out? Toss on a tailored wool coat.

This combo works for casual dinner plans or even a movie date. You’ll look sharp but still relaxed.

2. Classic Black-on-Black for Workdays

Pair black leggings with a longline black blazer for a sleek office look. Layer a plain white tee or a light turtleneck underneath.

Step into loafers or pointed flats to keep it work-appropriate. Got meetings? A structured tote bag completes the look.

You might think black-on-black sounds boring, but the textures make it pop. Add a scarf for some warmth, it’ll pull the whole outfit together effortlessly.

3. Sporty and Functional with a Puffer Vest

Layer your leggings with a thermal top and zip up a puffer vest. Lace up some trail shoes or boots if you’re heading outdoors.

Toss your hair into a messy bun for that no-fuss vibe. Feeling cold? Add fingerless gloves so you can still scroll your phone.

This outfit is perfect for winter walks or even grabbing coffee. You’ll stay warm and comfy without overheating indoors.

4. Chic and Simple with an Oversized Button-Up

Throw on an oversized flannel or chambray button-up shirt over your leggings. Roll the sleeves a bit for that lived-in look.

Choose slip-on mules or low-top sneakers for shoes. Tuck the front of your shirt in slightly to define your shape.

Thinking of accessories? A canvas tote works perfectly here. This outfit feels like your go-to when you don’t want to think too hard but still want to look presentable.

5. Layered Look with a Long Cardigan

Drape a long cardigan over your basic leggings and a fitted tank top. Add a matching sneaker to balance the proportions.

Toss on a belt if you want to cinch your waist a little. This outfit gives cozy cabin vibes, perfect for sipping hot cocoa by a fireplace or shopping downtown.

Add a chunky knit scarf for extra warmth. It’s versatile, so you can dress it up or down as needed.

6. Statement Sweater with Bold Prints

Pair your plain leggings with a bold, patterned sweater, it could be argyle, stripes, or even animal print.

Keep the shoes neutral, like white sneakers or gray ankle boots. Add small hoop earrings for a little shine. Need warmth? A solid-colored coat balances the outfit.

This look is playful and grabs attention without trying too hard. Wear it when you’re in the mood to stand out without feeling overdone.

7. Weekend Errands with a Denim Jacket

Start with black or gray leggings and a basic hoodie. Layer on a slightly oversized denim jacket for some structure.

Keep the shoes easy, think slip-on sneakers or boots. Bring a backpack for a practical yet stylish touch. This outfit is great for grocery runs or casual hangouts.

Want more flair? Add a graphic beanie. It’s a no-brainer combo that always feels dependable, like your favorite playlist.

8. Winter Whites with Cream Leggings

Try cream or off-white leggings for a fresh winter look. Pair them with a chunky white knit sweater and tan ankle boots.

Add a beige trench coat if you’re heading outdoors. A structured handbag ties it all together. Feeling unsure about wearing white?

Don’t overthink it, it looks crisp and seasonally appropriate. This outfit works for everything from coffee dates to holiday shopping trips.

9. Edgy Layers with a Moto Jacket

Pair faux leather leggings with a black moto jacket for an edgy vibe. Wear a plain gray or white tee underneath for balance.

Combat boots or chunky platforms take it up a notch. Carry a crossbody bag to keep your hands free. Heading out? Toss on a plaid scarf for texture.

This look says you’re ready for anything, perfect for concerts or casual nights out with friends.

10. Relaxed Sunday Look with a Shacket

Wear a soft shacket (shirt-jacket hybrid) over your leggings. Choose a neutral tone, like beige or olive green.

Add shearling-lined boots for that warm, wintry feel. A knit hat with a pom-pom adds a playful touch. This outfit screams “cozy Sunday.”

It’s the kind of thing you’d wear to a farmer’s market or a lazy breakfast outing. Keep it simple, yet undeniably you.

11. Cozy Cold Weather Look with Fleece-Lined Leggings

Start with fleece-lined leggings that keep your legs warm. Pair them with a turtleneck sweater and slip on tall boots.

Add a long coat to block out the chill. Don’t forget a knitted scarf and gloves, they’ll make a difference when the wind bites.

This outfit works for outdoor walks or quick errands on cold days. It’s simple, functional, and keeps you cozy while still feeling stylish.

12. Chic Flare Leggings with a Blazer

Pull on black flare leggings for a sleek, balanced look. Pair them with a fitted tank and a long blazer.

Add ankle boots to give the outfit some height. A statement necklace or a simple chain completes the outfit. It’s perfect for casual meetings or grabbing lunch with friends.

The flared cut adds something extra, giving your look movement and a little flair without overdoing it.

13. Work-Ready Outfit with Ponte Leggings

Ponte leggings are thicker, so they work well for office wear. Pair them with a long tunic blouse and loafers. Add a structured blazer for that professional touch.

Need warmth? A wool coat works without looking too casual. This outfit feels polished but still lets you move freely.

It’s perfect for sitting at a desk all day or dashing between meetings. Who said comfort and work can’t go hand in hand?

14. Mid-Length Cardigan for Easy Layers

Wear black leggings with a mid-length cardigan over a tank. Add flat boots or sneakers for a relaxed vibe. Toss on a crossbody bag, and you’re ready to go.

This is the kind of outfit you’d wear for a coffee run or grocery shopping. It feels effortless, like you didn’t try too hard.

The cardigan adds just enough coverage to keep you warm without making you feel bundled up.

15. Cute Winter Outfit with Pastel Colors

Pair pastel-colored leggings with a matching hoodie for a fun look. Add white sneakers and a long, puffy vest to tie it together.

Throw on a beanie in a matching tone for extra warmth. This outfit works for casual outings or even lounging at home.

Pastels feel refreshing during winter, breaking away from darker shades. You’ll feel cozy and playful without sacrificing comfort.

16. Comfy Layers with an Oversized Sweatshirt

An oversized sweatshirt and basic leggings are a match made in heaven. Wear them with shearling-lined boots for extra comfort.

A beanie and fingerless gloves keep you warm while you stay hands-free. It’s the perfect outfit for lazy days or quick errands.

You’ll feel like you’re wrapped in a blanket but still look put-together. Add a mug of hot coffee, and it’s a whole vibe.

17. Monochromatic Look with Gray Tones

Pair gray leggings with a matching gray sweater for a monochrome vibe. Add silver sneakers or neutral ankle boots to complete the look.

A puffer jacket in a darker shade of gray keeps it all cohesive. Monochromatic outfits feel easy and look modern.

It’s great for those days when you don’t want to think too hard about your look but still want to look polished.

18. Athletic Style with Leggings and a Zip-Up Hoodie

Start with leggings and a zip-up hoodie for a sporty look. Add trainers and a lightweight scarf for outdoor activities. A quilted vest works if it’s extra cold.

This outfit is great for running errands or taking a brisk walk. You’ll feel ready for anything, even if you’re just heading to the grocery store.

It’s simple, functional, and makes you feel active without trying too hard.

19. Festive Red Leggings with a Sweater

Pull on red leggings to add a festive touch to your outfit. Pair them with a cream sweater and tall brown boots. Add a plaid scarf for a pop of pattern.

This look feels warm and cheerful, great for holiday gatherings or even family photos. Red leggings might feel bold, but they’re fun to play with during winter.

Try them out and see how they lift your mood.

20. Edgy Winter Outfit with Dark Layers

Wear dark gray leggings with a black turtleneck for an edgy base. Add combat boots and a cropped moto jacket for extra attitude.

Toss on a knit scarf if you need warmth. This outfit works for concerts, casual dinners, or even late-night strolls.

Dark tones feel bold and grounded, giving your look a little edge without overdoing it. You’ll look effortlessly cool while staying practical for winter.

21. Plus Size Leopard Print Black Leggings with Oversized Sweater Outfit

Pair your leopard print black leggings with a cream cable-knit oversized sweater that hits mid-thigh.

The sweater’s texture adds depth to your silhouette while keeping you warm. Layer a camel wool coat on top for extra sophistication. Add a chunky knit scarf wrapped loosely around your neck.

Complete the look with black knee-high boots featuring a comfortable block heel. This combination works perfectly for coffee dates or casual office days.

22. Plus Size Ribbed Black Leggings with Oversized Leather Jacket Outfit

Style your ribbed black leggings with a chocolate brown oversized leather jacket that drapes beautifully over your curves.

The structured jacket creates a polished appearance while the leggings keep things comfortable. Underneath, wear a fitted white turtleneck tucked halfway in for dimension. Add a black leather belt to define your waist without restricting movement.

Finish with white chunky sneakers for an effortless vibe. This outfit transitions seamlessly from weekend errands to evening hangouts with friends.

23. Plus Size Thermal Black Leggings with Maxi Cardigan Outfit

Layer your thermal black leggings with a long oatmeal cardigan that grazes your ankles and features oversized pockets.

The cardigan’s length provides coverage while the leggings keep your legs warm underneath. Tuck a burgundy long-sleeve fitted shirt into your leggings for a cute layered effect. Add a simple gold pendant necklace for understated elegance.

Choose brown leather loafers or mules to keep the look grounded. This setup gives you cozy comfort with intentional styling perfect for holiday gatherings.

24. Plus Size Patterned Leggings with Oversized Knit Tunic Outfit

Wear patterned black and cream geometric leggings with a thick wool tunic sweater in charcoal that ends below your hips.

The tunic’s length balances your proportions while the patterned leggings become your statement piece. Layer a long black puffer vest overtop for extra warmth and visual interest. Accessorize with a cream cable-knit infinity scarf and a structured black leather handbag.

Step into comfortable black platform ankle boots to ground the whole ensemble. Perfect for winter brunches or shopping trips with confidence.

Must-Have: Plus Size Winter Nashville Outfits.

10 Step Styling Tips for Plus Size Winter Legging Outfits

Step 1: Choose Your Legging Foundation Wisely

Here’s the truth — not all black leggings are created equal. Some bunch. Some ride down constantly. Some feel thin in the thigh area, which is honestly my pet peeve.

I’ve learned the hard way that thickness matters here. You want a legging that holds you in without digging into your skin. Thick, opaque fabric is non-negotiable for me.

When your leggings feel secure? Everything else falls into place. The waistband should sit comfortably at your natural waist — no rolling, no slipping.

This is your starting point. Your entire outfit depends on leggings that actually work for your body. Trust me, investing in quality here saves you from outfit disasters later.

Step 2: Master the Art of Layering Length

Layering is where I used to mess up constantly. I’d throw on a sweater the same length as my leggings — and that created a shapeless blob effect, honestly.

What I discovered changed everything. When you wear leggings, your tops should either be cropped or long. There’s really no safe middle ground for curvy bodies.

If you go cropped, aim for waist length or slightly shorter. If you go long, think maxi cardigan or oversized tunic that hits mid-thigh or lower.

This creates proportion and actually celebrates your curves instead of hiding them. The key is creating visual breaks that flatter your frame.

Step 3: Add Texture for Visual Interest

Black leggings can feel boring if everything is smooth. I learned to layer different textures intentionally.

A ribbed legging paired with a cable-knit sweater? That’s visually interesting. Add a leather jacket, and suddenly you have dimension.

Chunky knit scarves, wool coats, suede boots — these textures make your outfit feel intentional. When people look at you, they see someone who thought about their appearance.

That confidence? It matters more than you think. Mix smooth with textured. Combine sleek with substantial.

Step 4: Use Accessories to Define Your Waist

Here’s something I wish someone told me earlier — belts aren’t just for dresses. They work beautifully with legging outfits too.

A structured belt worn over your tunic or sweater creates definition. It shows off your waist naturally.

Wide belts work best on curvy bodies. They distribute weight visually and create a balanced silhouette.

I always choose quality leather. It lasts longer and looks intentional. Even a simple statement belt elevates your entire look significantly.

Step 5: Play with Patterns on Your Leggings

Bold patterns are your secret weapon. I used to think I had to stick with solid black. Then I discovered leopard print, geometric designs, and subtle checks.

Patterned leggings actually add personality to basic tops. When your leggings have pattern, keep your upper layers simpler.

A neutral sweater or solid-colored cardigan lets your leggings shine. This approach works beautifully because it prevents visual clashing.

Your outfit feels intentional rather than chaotic.

Step 6: Choose Footwear That Grounds Your Outfit

Shoes matter so much more than I originally thought. The right boot or sneaker anchors your entire look.

Black knee-high boots are classic for a reason. They elongate your leg line and look polished.

If you prefer comfort, chunky sneakers in white or neutral tones work equally well. Block heels are your friend because they’re stable and comfortable.

Avoid thin heels with winter leggings — the contrast feels off-balance somehow. Your shoes should feel like they belong with your outfit, not like an afterthought.

Step 7: Balance Proportions with Strategic Tucking

Tucking your shirt partially can work wonders. I tuck just the front of my shirt into my leggings. This creates waist definition without looking overly formal.It also prevents that shapeless look that happens with oversized tops. A half-tuck works especially well with tunic-length sweaters.You get the comfort of loose fabric with the intentional styling of a fitted top. This small adjustment changes how your entire outfit photographs and feels.

Step 8: Experiment with Color Blocking Using Layers

Don’t be afraid to introduce color through your layers. I love pairing black leggings with cream, burgundy, or chocolate brown tops.

Color blocking creates visual interest and keeps things from feeling monotonous. A camel coat over a burgundy sweater paired with black leggings? That’s sophisticated.

Color creates personality. It shows you’re intentional about your style choices. Winter doesn’t have to mean all black everything.

Step 9: Shop Strategically at Plus Size Brands

Finding the right brands saves so much time and frustration. I recommend starting with brands specifically designed for plus-size bodies.

Old Navy, Target, and ASOS have reliable plus-size sections with great legging options. Eloquii offers trendy pieces that actually fit our proportions.

Universal Standard makes quality basics, including excellent leggings. Target’s All in Motion line provides affordable, comfortable options.

When shopping, read customer reviews carefully — other plus-size women often describe fit accurately. Check return policies because sizing sometimes varies between styles. Online shopping lets you try multiple sizes and styles easily.

Don’t settle for leggings that don’t feel perfect.

Step 10: Build Your Winter Wardrobe Intentionally

Think of your winter legging outfits as building blocks. Start with three quality black leggings in different textures. Add two patterned leggings for variety.

Then build your top collection around these bases. Invest in two quality cardigans, three sweaters, and one leather jacket. These pieces work together in multiple combinations.

You suddenly have ten different outfits from just a handful of pieces. This approach saves money and reduces decision fatigue.

I plan my outfits better when I have intentional pieces that actually work together.

Final Thoughts

Your perfect plus size winter legging outfits are waiting in your closet right now. Yes, right now!

Take another look, those leggings you’ve been nervous about wearing? They’re about to become your best friends this winter.

I want you to try something. Tomorrow morning, put on those leggings, layer up like we discussed, and watch how your confidence grows.

Fashion should lift you up, not hold you back. Your body deserves to feel comfortable and look amazing this winter. Now go ahead, rock those leggings with pride.