10 Plus Size Winter Outfits to Elevate Your Style
So, you’re staring into your closet, battling the same winter wardrobe crisis you face every year. 😒
Too cold for that cute dress, too bored with the same old sweaters, and—honestly—most winter outfit ideas online forget that curves need love (and layering!) too. Been there.
As someone who’s always searching for trendy plus size outfits that don’t sacrifice warmth or personality, I get it: you want to stay stylish, comfortable, and, you know, not look like a walking marshmallow. ☃
I’ve previously shared some of my favorite casual plus size outfits. Today, I’m revealing my absolute favorite plus size winter outfits that work for everything from early winter coffee runs to full-on snowy brunch dates.
We’re talking layers, color, confidence, and that extra bit of “wow, she looks good”—all without sacrificing an ounce of comfort. Ready to slay this chilly season? Grab your hot cocoa (or, let’s be real, a PSL), and let’s jump into these fall winter outfits that actually make winter style fun again. 💃
1. The Cozy Puffer & Denim Look
Nothing screams “I’ve got this winter thing handled” like a chic puffer jacket paired with high-waisted skinny jeans. This look gives off that effortless, “I just threw this on” vibe (even if you spent 10 minutes adjusting your scarf in the mirror).
Ever tried a puffer in a bold color? IMO, a vibrant red or emerald green will turn every icy sidewalk into your personal runway. 😉
Here’s how to style it:
What you’ll need:
- Bright or classic black puffer jacket (regular length or cropped)
- Fitted long-sleeve knit top in a neutral shade (think cream or light grey)
- Skinny jeans—preferably dark wash or black
- Chunky knit scarf (solid or go for a fun pattern)
- Chelsea boots or lace-up boots (weatherproof, obviously)
- Slouchy beanie (because hat hair is better than frozen ears!) 🥶
Why I love it:
- The puffer adds instant warmth and style—plus it’s basically a wearable blanket.
- Skinny jeans balance out the bulk of the jacket, giving your curves the spotlight.
- This combo works for just about anything—errands, coffee dates, or casual workdays.
- It’s a trendy outfit that’s actually practical. Who says you can’t have both?
Quick tip:
Throw on some hoop earrings or a cute tote to dress it up for a winter brunch with friends.
2. The Luxe Teddy Coat & Sweater Dress Combo
If you want to look put-together but still feel like you’re basically in pajamas, this is your winter power move. A plush teddy coat over a cozy sweater dress? That’s a “yes, I do want whipped cream on my cocoa” kind of vibe. Plus, this outfit works from brunch to an afternoon at the office without missing a beat!
Ever wondered why so many cute winter outfits involve a teddy coat? Because it’s soft, warm, and hides any evidence that you ate two extra scones at breakfast. (Just saying.)
Here’s how to style it:
- Oversized teddy coat in caramel or cream (the fluffier, the better)
- Knit sweater dress in a solid color—try burgundy, olive, or charcoal for maximum winter chic
- Opaque black tights (no frozen knees here)
- Knee-high boots in black or brown
- Simple crossbody bag
- Gold hoop earrings for a little extra glam
Why I love it:
- The sweater dress hugs curves in all the right places—without clinging where you don’t want it.
- The teddy coat adds texture and makes the whole outfit feel way more expensive than it probably is.
- You can go from “casual chic outfit” at lunch to “cozy on the couch” without changing a thing.
Style hack:
Swap knee-high boots for ankle boots and add a blanket scarf if you want a little more autumn fashion flair.
3. Classic Plaid Shacket & Black Leggings Vibe
Can we just agree that the shacket is the hero of autumn fashion and winter layering? It’s basically a shirt and a jacket had a baby, and that baby decided to be super cute and practical. If you haven’t jumped on the shacket train yet, now’s your moment.
This look is perfect for those early winter outfits when you want to feel put-together but still lounge-level comfy. I’ll be honest, I wear this combo so much, my leggings have their own frequent flyer miles.
Here’s how to style it:
- Plaid shacket (go for classic red, green, or a neutral tan)
- Black or dark grey tunic tee (a little length helps everything feel more polished)
- High-rise black leggings (supportive but still stretchy—my kind of magic)
- Chunky ankle boots in black or taupe
- Oversized tote bag for all your random winter essentials
- Simple stud earrings to keep it laid-back
Why I love it:
- The shacket is roomy enough for layering, but it still gives off “I planned this” energy.
- Black leggings keep the silhouette sleek (and honestly, who doesn’t love a stretchy waistband?).
- It’s a fall winter outfit that easily moves from running errands to grabbing lunch with friends.
Outfit hack:
Throw a beanie in your tote for sudden cold snaps—nobody needs frozen ears. 🥶
4. Chic Turtleneck & Plaid Skirt Combo
Who says winter can’t include a little preppy flair? I swear, a cozy turtleneck with a plaid skirt is the ultimate way to look smart and stay warm.
This outfit brings a touch of classic autumn fashion into your winter routine. Plus, it’s totally twirl-friendly—perfect for those impromptu “let’s spin around in the snow” moments. (Don’t act like you haven’t done it.)
Here’s how to style it:
- Fitted ribbed turtleneck sweater in cream, black, or blush
- High-waisted plaid wool skirt (try navy or green tartan for a seasonal vibe)
- Thick black tights for warmth
- Ankle boots or knee-high boots (your call!)
- A structured mini crossbody bag
- Pearl studs or simple silver hoops for a polished finish
Why I love it:
- The turtleneck feels ultra-cozy, but the skirt keeps the outfit playful and fun
- Plaid instantly adds a hint of “trendy outfit” energy
- You can dress it up with boots or keep it casual with sneakers for an easy “cute winter outfit” formula
Pro tip:
Add a belted wool coat if it’s extra chilly—you’ll look straight out of a winter catalog. ❄️
5. Edgy Faux Leather Jacket & Sweater Layer
Ready to add a little sass to your casual chic outfit rotation? This combo is for those days you want your look to say, “I’m warm, but I also mean business.” 💪
A faux leather moto jacket over a chunky sweater nails that balance between edgy and approachable—especially when paired with the right accessories.
Ever notice how a leather jacket just feels confidence-boosting? IMO, it’s like instant cool points for your closet. 😎
Here’s how to style it:
- Black faux leather moto jacket
- Chunky knit sweater in a fun color (try lavender or pink for something fresh)
- Dark blue or black straight-leg jeans
- Heeled ankle boots for a little extra attitude
- Silver hoop earrings and a studded crossbody bag
- Top with a plaid blanket scarf if it’s really chilly
Why I love it:
- The moto jacket pulls any outfit together, while the sweater keeps you toasty
- Straight-leg jeans are both comfy and trendy (bye, skinny jeans!)
- This is the ultimate “cute winter outfit” for dinner dates or happy hour—no freezing required!
Quick tip:
Layer a thermal tee under your sweater if you’re headed outside for a while. Nobody needs to shiver for style. 🧊
>> Learn more now <<
6. Sporty Puffer Vest & Thermal Hoodie Layer
Some days, you just want to be comfy but still look like you put in some effort (even if you really didn’t, LOL). This sporty combo is basically the definition of a winter casual work outfit—and it’s perfect for running errands or powering through a chilly office.
FYI: I consider the puffer vest one of winter’s most underrated layering heroes. You get warmth and you still have full use of your arms for carrying all those “just one more thing” shopping bags. 🛍️
Here’s how to style it:
- Sleek black or navy puffer vest
- Light grey or pastel thermal hoodie (bonus points if it has a fun logo or detail)
- High-rise dark wash jeggings or straight-leg jeans
- White sneakers (comfy but still cute)
- Simple crossbody or belt bag
- Minimal stud earrings
Why I love it:
- The vest and hoodie combo feels super laid-back but still looks put-together
- Dark jeggings keep the whole silhouette sleek (hello, autumn fashion that lasts through February)
- White sneakers add a little pop, and you can go all day without sore feet
Quick tip:
If you’re worried about feeling too bulky, keep your base layers fitted and your vest cropped for a more tailored vibe.
7. Soft Cable Knit Sweater & Wide Leg Trousers
Ready for a little throwback moment that’s somehow always in style? The cable knit sweater and wide leg trouser combo is the ultimate “I have my life together—even if my to-do list says otherwise” outfit! It’s the perfect pick for a casual workday or a cozy dinner with friends.
And, not to stir up drama, but wide leg trousers > skinny pants every time in the comfort department. (Don’t @ me.)
Here’s how to style it:
- Chunky cable knit sweater in oatmeal, blush, or sage green
- High-waisted wide leg trousers in black, charcoal or navy
- Neutral heeled booties (taupe or beige works with almost anything)
- Minimalist pendant necklace
- Cute structured leather tote
- Delicate stud earrings for a little extra sparkle
Why I love it:
- The sweater keeps things soft and snuggly while the trousers add instant polish
- Wide leg pants give you room to move—and, let’s be honest, room for dessert 🍩
- It’s the kind of trendy outfit that looks great at work, brunch, or even a last-minute date
Outfit tip:
Tuck in just the front of your sweater for a little shape and a lot of style. 👌
8. Long Wool Coat & Monochrome Base
When you want that “I belong in a magazine” vibe without freezing, a long wool coat over a monochrome base always delivers. This look oozes sophistication and confidence but takes about two seconds to put together (total score). 🙌
Ever noticed how a head-to-toe single color makes you look instantly taller and put-together? It’s like winter’s cheat code for plus size fashion.
Here’s how to style it:
- Long tailored wool coat in camel or gray
- Black or deep navy fitted turtleneck sweater
- Black or navy slim straight trousers (or matching leggings for extra comfort)
- Sleek black ankle boots
- Minimal black leather gloves and a structured satchel
- Silver stud earrings or a small statement ring
Why I love it:
- The long coat adds drama (the good kind), while the matching base creates a clean, chic silhouette
- Monochrome bases make layering a breeze and look so effortlessly trendy
- This is the perfect fall winter outfit for work, travel, or when you just want to feel fancy
Pro tip:
Drape your coat over your shoulders for that classic “I just walked out of Vogue” energy.
9. Statement Color Puffer & Relaxed Joggers
Some days are just made for comfort. Enter: the statement color puffer and joggers combo—aka, the best way to look bold and feel like you never left your couch. I love how a vibrant puffer makes any winter day feel a little less gray. ❄❄❄
Not sure if you can pull off a neon pink or cobalt blue coat? Trust me, you definitely can. And if anyone says otherwise, just hit ‘em with a side-eye and keep walking. 🚶♀️
Here’s how to style it:
- Cropped or mid-length puffer jacket in a fun, bright color (think pink, purple, or even lime)
- Relaxed black or grey joggers (fleece-lined = bonus points)
- Chunky white sneakers
- Knit beanie (match or contrast your coat for extra boost)
- Mini crossbody bag or belt bag
- Playful stud earrings or small hoops
Why I love it:
- A bright puffer = instant mood boost (and it photographs so well for those “candid” pics)
- Joggers keep things comfy for lounging or errand runs—this is autumn fashion that works all winter
- Chunky sneakers are both practical and trendy, so your feet stay happy
Outfit tip:
Tuck your joggers into your socks for extra warmth and a little street style edge. ⚡
10. Soft Knit Cardigan & Classic Jeans Combo
There’s just something so cozy about a long cardigan that feels like a big winter hug, am I right?
This outfit is basically “comfort first, cute always” in clothing form.
It’s the perfect pick for casual weekends, a chill day at work, or honestly, just curling up with a book and coffee by the fireplace.
Cardigans are the secret weapon of cute winter outfits—especially when you find one with big pockets. Because pockets = happiness. 😄
Here’s how to style it:
- Cozy longline cardigan in a soft neutral (beige, dove grey, or soft blush)
- Fitted layering tee or lightweight turtleneck (try white, black, or a subtle print)
- Medium-wash straight leg jeans (cuffed if you’re feeling extra casual)
- Ankle boots or classic white sneakers
- Big tote or slouchy crossbody bag
- Small hoop or stud earrings
Why I love it:
- A cardigan is the best way to layer for unpredictable temps—easy on, easy off. Woot!
- Straight leg jeans are flattering and comfy for all-day wear (no more squeezing into skinny jeans for me!)
- It’s the ultimate casual chic outfit—effortless, classic, and works for just about everything
Outfit hack:
Throw on a big plaid scarf for a splash of pattern and bonus warmth.
>> Learn more now <<
Your Winter Style Era Starts Now
So there you have it—10 plus size winter outfits that prove you can absolutely be stylish, warm, and completely yourself all winter long.
From bright puffers to cozy knits, these looks aren’t just about “surviving” winter—they’re about feeling confident and having a little fun with your style (because TBH, winter needs all the excitement it can get). ⛄
The best part? You don’t have to sacrifice comfort for cuteness—or squeeze into anything that feels like a medieval corset.
IMO, every outfit here lets your personality shine through while keeping things practical for snowy commutes, surprise coffee runs, and those spontaneous photo ops when the city looks totally magical under a blanket of fallen snow. ❄❄❄
Which outfit are you most excited to try first? (I’ve got my eye on that plaid shacket, FYI.) Remember: the best plus size winter outfits are the ones that make you feel good. So throw on that bold coat, twirl in your new skirt, and take up all the space you want—after all, winter’s your runway. 😏
Stay cozy, stay fabulous, and don’t forget to snap a few selfies along the way. You’ve totally got this. ✨
