Transform your cold weather wardrobe with stunning plus size casual winter outfits that celebrate your curves while keeping you cozy and chic all season long.
Winter fashion doesn’t have to mean hiding under shapeless layers or sacrificing style for warmth.
I’ve spent years discovering that the secret to amazing cold weather fashion lies in understanding how different fabrics, cuts, and styling tricks work together to create outfits that are both practical and absolutely gorgeous.
You know that frustrating moment when you find a cute winter look online, but it’s only shown on straight-sized models? I get it.
That’s exactly why I’m here to show you 21 incredible casual winter outfit ideas designed specifically for plus size bodies.
These aren’t just theoretical looks – they’re real, wearable combinations that celebrate your shape while keeping you comfortable in freezing temperatures.
From cozy sweater dresses that hug in all the right places to layered looks that add dimension without bulk, each outfit balances warmth with undeniable style.
We’ll explore how strategic layering can actually enhance your silhouette, and why the right winter accessories can completely transform a basic casual look.
Must-See: Plus Size Dressy Winter Outfits.
21 Plus Size Casual Winter Outfits

Ready to revolutionize your cold weather style? Don’t forget to check out our styling tips at the end for even more winter fashion secrets!
1. Plus Size Cable Knit Sweater and High-Waisted Corduroy Winter Outfit

You’ll love how this thick cable knit sweater in cream creates beautiful texture while tucking perfectly into high-waisted burgundy corduroy pants. The structured waistband defines your silhouette beautifully.
Add cognac brown knee-high boots with a low heel for comfort and warmth. Complete the look with a matching cognac leather crossbody bag and delicate gold jewelry for understated elegance.
2. Plus Size Quilted Vest Layered Plaid Shirt Winter Outfit

Start with a soft flannel plaid shirt in navy and forest green, then layer a fitted quilted vest in charcoal gray over top. Dark wash straight-leg jeans create a sleek foundation while black waterproof ankle boots keep your feet dry.
This practical combination works perfectly for weekend errands or casual coffee dates while maintaining a put-together appearance that feels effortlessly chic.
3. Plus Size Turtleneck Midi Skirt Cozy Winter Outfit

A fitted black turtleneck sweater pairs beautifully with a knee-length pencil skirt in heather gray wool blend.
The combination creates an hourglass silhouette that’s both professional and comfortable. Black opaque tights provide warmth while black suede ankle boots with a chunky heel add modern appeal.
Finish with a statement silver necklace and matching earrings for sophisticated winter styling.
4. Plus Size Cardigan Duster Leggings Winter Outfit

This long cardigan duster in oatmeal reaches your mid-thigh and creates beautiful vertical lines when worn open over a fitted black tank top.
High-quality leggings in charcoal provide comfort and support while brown sneakers add equestrian elegance.
The neutral palette allows you to experiment with colorful scarves and accessories while maintaining a sophisticated, pulled-together appearance perfect for casual outings.
5. Plus Size Henley Shirt Cargo Pants Winter Outfit

A waffle-knit henley in deep forest green provides warmth and texture while maintaining a relaxed fit through the torso.
Olive green cargo pants with multiple pockets offer both functionality and style. The monochromatic green palette creates a cohesive look while tan desert boots add earthy contrast.
Roll up the sleeves slightly and add a simple gold watch for a touch of refined casual appeal.
6. Plus Size Cowl Neck Sweater Bootcut Jeans Winter Outfit

The soft cowl neckline of this burgundy sweater creates beautiful draping around your shoulders while the fitted silhouette flatters your waist.
Medium wash bootcut jeans balance proportions perfectly and accommodate various boot styles.
Brown leather ankle boots with a slight heel elongate your legs while a matching brown belt ties the outfit together. Add simple stud earrings for a polished finishing touch.
7. Plus Size Zip-Up Hoodie Jogger Pants Winter Outfit

Elevate athleisure with a premium zip-up hoodie in heather gray featuring a flattering princess seam construction.
Matching jogger pants have a tapered leg that’s both comfortable and modern. Clean white sneakers keep the look fresh while a crossbody fanny pack adds functionality.
This outfit proves that comfortable can still be stylish when you choose well-fitted pieces in quality fabrics.
8. Plus Size Mock Neck Sweater Wide Leg Trousers Winter Outfit

A fitted mock neck sweater in navy blue creates a sleek foundation while wide leg trousers in charcoal wool blend add sophisticated volume.
The high waistband of the trousers defines your natural waist beautifully. Black pointed-toe ankle boots maintain the polished aesthetic while a structured tote bag completes the professional casual look.
Add a delicate gold chain necklace for subtle shine.
9. Plus Size Button-Down Shirt Sweater Vest Winter Outfit

Layer a crisp white button-down shirt under a fitted sweater vest in camel brown for preppy winter charm.
Dark wash straight-leg jeans provide a casual foundation while brown oxford shoes add classic appeal. Roll the shirt sleeves to create interesting layered textures at the wrists.
Complete with a brown leather watch and small gold hoop earrings for timeless sophistication that works from office to weekend.
10. Plus Size Thermal Shirt Denim Jacket Winter Outfit

Start with a fitted long-sleeve thermal shirt in cream, then add a classic denim jacket for layered warmth.
Black skinny jeans create a streamlined silhouette while black combat boots add edgy appeal. This combination works perfectly for mild winter days when you need flexibility.
Add a colorful beanie and matching scarf for personality, or keep accessories minimal for a more understated approach.
11. Plus Size Pullover Sweater Palazzo Pants Winter Outfit

A fitted pullover sweater in dusty rose pairs beautifully with wide-leg palazzo pants in black ponte knit.
The contrast between fitted top and flowing bottom creates balanced proportions while remaining incredibly comfortable.
Black ankle boots with a low heel keep the look grounded while delicate rose gold jewelry echoes the sweater’s soft hue. This combination transitions easily from day to evening activities.
12. Plus Size Flannel Shirt Vest Combination Winter Outfit

Start with a soft flannel shirt in gray and white buffalo check, then add a fitted puffer vest in black for extra warmth.
Dark wash girlfriend jeans offer relaxed comfort while black hiking boots provide practical warmth and traction. This outdoor-inspired look works perfectly for casual weekend activities while maintaining style.
Add a knit beanie in coordinating colors for extra warmth and visual interest.
13. Plus Size Cashmere Blend Sweater Straight Leg Pants Winter Outfit

Invest in a luxurious cashmere blend crew neck sweater in soft lavender that feels amazing against your skin.
Pair with high-waisted straight leg pants in charcoal gray for a sophisticated silhouette. Black pointed-toe flats provide comfortable elegance while a matching black structured handbag adds polish.
Simple pearl earrings complement the refined aesthetic while a delicate silver bracelet adds subtle shine to this elevated casual look.
14. Plus Size Tunic Sweater Skinny Jeans Winter Outfit

A tunic-length sweater in forest green with subtle ribbed detailing provides coverage while maintaining shape through strategic seaming.
Dark wash skinny jeans create a balanced silhouette while brown knee-high boots add warmth and style.
The longer sweater length is perfect for those who prefer more coverage while still showing off their legs. Add a brown leather belt to define your waist if desired.
15. Plus Size Quarter-Zip Pullover Jeggings Winter Outfit

Choose a quarter-zip pullover in soft heather blue with a flattering cut that skims your curves without clinging.
Premium jeggings in dark indigo provide the comfort of leggings with the appearance of jeans. Gray ankle boots with a slight wedge heel add height while maintaining comfort for all-day wear.
This sporty yet polished combination works perfectly for running errands or casual social gatherings while feeling completely comfortable.
16. Plus Size Wrap-Front Cardigan Midi Dress Winter Outfit

Layer a long wrap-front top in cream over a fitted midi skirt in burgundy knit for sophisticated winter warmth.
The wrap front creates a flattering V-neckline while the long length adds elegant coverage. Brown knee-high boots complement both colors beautifully while providing necessary warmth.
Add gold jewelry and a matching brown handbag to complete this refined yet comfortable outfit that works for various occasions.
17. Plus Size Sweater Blazer Ponte Pants Winter Outfit

This knit blazer in navy blue combines the comfort of a sweater with the polish of traditional suiting.
Straight-leg ponte pants in the same navy create a coordinated look while providing stretch and comfort. Nude pointed-toe ankle boots elongate your legs while a silk scarf in complementary colors adds sophistication.
This outfit bridges the gap between professional and casual while maintaining comfort throughout your day.
18. Plus Size Fisherman Sweater Corduroy Skirt Winter Outfit

A classic fisherman sweater in cream provides beautiful texture and warmth while the relaxed fit remains flattering when styled properly.
An A-line corduroy skirt in rust orange hits just below the knee for perfect proportions. Brown tights add warmth while ankle boots in matching brown complete the autumnal color palette.
This combination feels both nostalgic and contemporary while providing practical warmth for winter activities.
19. Plus Size Shacket Thermal Leggings Winter Outfit

This shirt-jacket hybrid in olive green plaid provides the perfect amount of warmth for transitional weather.
High-quality thermal leggings in black offer comfort and support while tall brown boots add rustic charm. The oversized fit of the shacket creates interesting proportions when balanced with fitted bottoms.
Add layered gold necklaces and matching earrings to elevate this casual combination into something special and put-together.
20. Plus Size V-Neck Sweater Culottes Winter Outfit

A fitted V-neck sweater in royal blue creates a flattering neckline while culottes in black provide comfortable sophistication.
The wide-leg silhouette of the culottes feels modern and fresh while remaining incredibly comfortable. Black ankle boots with a block heel provide stability and style while a statement necklace draws attention to the flattering neckline.
This unexpected combination feels current and chic while maintaining comfort throughout your day.
21. Plus Size Polo Neck Sweater Paper Bag Pants Winter Outfit

A fitted polo neck sweater in charcoal gray provides sleek sophistication while paper bag waist pants in camel create interesting texture and volume.
The cinched waist of the pants flatters your natural waistline beautifully. Black loafers add preppy charm while gold accessories provide warm contrast against the neutral palette.
This combination feels both contemporary and timeless while offering exceptional comfort for all-day wear.
22. Plus Size Crew Neck Sweater Pleated Skirt Winter Outfit

Choose a crew neck sweater in soft pink that fits smoothly through the torso without being tight. A pleated midi skirt in navy blue adds movement and femininity while maintaining sophistication.
The contrast between fitted top and fuller bottom creates beautiful proportions. Navy ankle boots coordinate with the skirt while delicate silver jewelry complements the soft pink beautifully.
This combination works for various occasions while feeling completely comfortable.
23. Plus Size Hoodie Sweatshirt Midi Skirt Winter Outfit

Elevate casual comfort by pairing a fitted hoodie in heather gray with a knit midi skirt in black.
This unexpected combination creates interesting contrast between sporty and feminine elements. The fitted cut of both pieces maintains a polished silhouette while providing exceptional comfort.
White sneakers keep the look casual while a crossbody bag adds functionality. This outfit proves that comfort and style can coexist beautifully when styled thoughtfully.
24. Plus Size Oversized Cardigan Bodycon Dress Winter Outfit

Balance an oversized cardigan in camel with a fitted bodycon dress in black underneath for perfect proportions.
The long cardigan provides coverage and warmth while the fitted dress shows off your curves beautifully. Black over-the-knee boots create a sleek line while adding necessary warmth for winter weather.
Add gold jewelry and a matching handbag to complete this sophisticated yet comfortable outfit that transitions easily from day to evening activities.
10 Step Styling Tips for Plus Size Casual Winter Outfits
1. Master the Art of Strategic Layering
Layering isn’t just about throwing on more clothes when it’s cold outside. I learned this the hard way after years of looking like a walking marshmallow.
The secret lies in creating visual lines that enhance your silhouette rather than hiding it. Start with a fitted base layer like a soft cotton tee or lightweight thermal top.
Then add a structured middle layer such as a cardigan or blazer that nips in at your natural waist. Finally, top it with an outer layer that flows over your hips beautifully.
This technique creates depth and dimension while keeping you toasty warm. The key is ensuring each layer serves a purpose both functionally and aesthetically.
Avoid bulky fabrics that add unnecessary volume, and instead opt for materials that drape well and move with your body.
2. Embrace Your Natural Waistline
Your waist is your best friend in winter styling, even when it’s hidden under cozy sweaters. I can’t stress this enough – defining your waist instantly creates an hourglass shape that’s incredibly flattering.
Use belts over cardigans, wrap-style sweaters, or even cinch oversized tunics with a statement belt. The magic happens when you highlight the narrowest part of your torso, creating beautiful proportions.
Don’t be afraid to experiment with different belt widths and textures. A wide leather belt can make a flowy sweater dress look incredibly chic, while a delicate chain belt adds subtle definition to a loose-fitting top.
Remember, the goal isn’t to create a tiny waist but to show off your natural curves in the most flattering way possible.
3. Choose Fabrics That Work With Your Body
Winter fabrics can either be your styling salvation or your fashion nightmare. I’ve discovered that the right materials make all the difference in how an outfit looks and feels.
Ponte knits are absolutely divine for plus size figures because they provide structure without being restrictive. Merino wool sweaters drape beautifully and resist pilling, making them worth the investment.
Avoid stiff fabrics that create unflattering lines or clingy materials that highlight every bump and curve in an unfavorable way. Instead, look for fabrics with a bit of stretch that move with your body naturally.
Cashmere blends feel luxurious against your skin and photograph beautifully. The texture of your clothing should feel good both physically and emotionally – when you’re comfortable in your skin, it shows.
4. Perfect Your Proportions with Strategic Color Placement
Color placement is like having a magic wand for your wardrobe. I love using this trick to highlight my favorite features while creating visual balance.
Dark colors naturally recede while lighter colors advance, so use this to your advantage. Try wearing darker tones on areas you want to minimize and brighter colors where you want to draw attention.
A rich burgundy sweater paired with dark wash jeans creates a sleek silhouette, while a bright scarf or statement necklace draws the eye upward to your face.
Don’t fall into the trap of wearing all black thinking it’s more flattering – monochromatic outfits in any color can be incredibly chic when styled correctly.
The key is creating intentional focal points that guide the viewer’s eye in a flattering way.
5. Invest in Proper Foundation Garments
Let’s talk about what goes underneath your fabulous winter outfits, because honestly, this is where the magic really begins.
A well-fitted bra can completely transform how your clothes fit and how confident you feel wearing them.
I recommend getting professionally fitted at least once a year because our bodies change, and so should our undergarments.
Seamless shapewear can smooth lines under fitted sweaters without being uncomfortable for all-day wear. Look for pieces made with breathable fabrics that won’t make you feel overheated indoors.
The right undergarments create a smooth canvas for your clothing to drape beautifully over. Don’t underestimate the power of comfortable, supportive foundations – they’re the unsung heroes of every great outfit.
6. Master the Monochromatic Look
Monochromatic dressing is incredibly sophisticated and surprisingly easy once you understand the basics.
I used to think wearing all one color was boring, but it’s actually one of the most elegant styling techniques you can master.
Choose different shades and textures within the same color family to create depth and visual interest.
A cream cable-knit sweater, camel-colored trousers, and tan boots create a rich, layered look that’s both cozy and chic. The key is playing with different tones and textures to avoid looking flat or washed out.
Add interest through varying fabric weights, patterns like subtle stripes or textures like ribbing or cable knits. This technique creates a long, lean line that’s incredibly flattering on plus size figures.
7. Accessorize to Elevate Your Look
Accessories are the secret weapon that transforms basic winter pieces into show-stopping outfits.
I’ve learned that the right accessories can make a simple sweater and jeans look like you put serious thought into your ensemble.
Statement jewelry draws attention to your face and adds personality to neutral winter colors. A chunky scarf not only keeps you warm but also adds texture and visual interest to your neckline.
Don’t forget about bags – a structured handbag can add polish to casual outfits, while a crossbody bag keeps your hands free for winter activities.
Boots are perhaps the most important winter accessory, so invest in styles that are both comfortable and fashionable. The right accessories tell your personal style story and make every outfit uniquely yours.
8. Find Your Perfect Fit Formula
Understanding fit is absolutely crucial for plus size winter styling, and it’s something I wish someone had taught me years ago.
Not all size 18s are created equal, and different brands cut their clothes completely differently. Learn your measurements and keep them handy when shopping online.
Pay attention to fabric content because materials behave differently on different body types. A wool sweater will fit completely differently than a cotton sweater in the same size.
Don’t be afraid to try different sizes in the same garment if you’re shopping in person. Sometimes sizing up in a structured piece and having it tailored gives you a better fit than forcing yourself into a smaller size.
Remember, the size on the tag doesn’t matter – how you look and feel in the clothes does.
9. Navigate Plus Size Brand Shopping Like a Pro
Shopping for plus size winter clothing has gotten so much better in recent years, but knowing where to look saves time and frustration.
I’ve discovered that brands like Eloquii, Lane Bryant, and Torrid consistently offer stylish options that understand plus size proportions.
For budget-friendly options, Target’s Ava & Viv line and Old Navy’s plus section have really stepped up their game with trendy winter pieces.
Don’t overlook mainstream brands that now offer extended sizes – many have improved their sizing and fit significantly.
Online retailers like ASOS Curve and Nordstrom have extensive plus size selections with detailed sizing charts and customer reviews that help with fit decisions.
Always read reviews from other plus size customers, as they often provide honest feedback about fit, quality, and styling tips that you won’t find in the official product descriptions.
10. Create Versatile Capsule Pieces
Building a winter wardrobe around versatile pieces is the smartest investment you can make for both your closet and your wallet.
I focus on finding pieces that work for multiple occasions and can be styled different ways throughout the season.
A quality cashmere cardigan can be worn over a dress for work, with jeans for weekend errands, or as a layering piece under a coat for extra warmth.
Invest in a few key items in neutral colors that mix and match easily – think black, navy, camel, and gray.
These colors work together seamlessly and provide the perfect backdrop for colorful accessories or statement pieces.
A well-chosen winter dress can be dressed up with heels and jewelry for date night or down with boots and a denim jacket for casual weekend activities.
The goal is creating maximum outfit combinations from minimum pieces, which means more style options without closet overwhelm.
Final Thoughts
Creating stunning plus size casual winter outfits isn’t just about following fashion rules – it’s about embracing your beautiful curves while staying warm and confident.
I hope these tips help you see winter dressing as an opportunity to showcase your personal style rather than hide behind baggy layers.
Remember, the most gorgeous outfit is one that makes you feel authentically yourself.
This winter, step out knowing that your plus size casual winter outfits reflect the fabulous, confident woman you are. You deserve to feel amazing in everything you wear.

I’m Theresa! A devoted lover of women’s fashion. My mission is to curate the latest trends and timeless fashion for women. I want to inspire confidence and creativity through fashion, helping women express their unique personalities with every outfit.