20 Gorgeous Plus Size Winter Outfits With Knee High Boots That Turn Heads

Putting together winter outfits that feel warm stylish and confidence boosting has become my little seasonal obsession.

I love how knee high boots instantly make any look feel polished and powerful especially on those chilly days when all I want is to feel cozy without losing an ounce of flair.

If you are into outfits that turn heads in the best possible way you are absolutely in the right place because I pulled together my favorite plus size winter looks that make me feel unstoppable every time I wear them.

Some people swear by chunky scarves or oversized coats but for me nothing beats the magic combo of a great winter fit paired with knee high boots that fit like a dream.

No matter your style I am pretty sure you will spot at least one outfit here that makes you say oh that is so me.

Quilted Jacket Charm with a Flowing Skirt

This outfit pairs a cozy quilted jacket in a rich olive green with a gorgeous wine colored pleated skirt that moves beautifully with each step. The jacket has that soft padded look that feels warm without looking bulky and the skirt brings in a little drama with its movement and deep berry tone. Knee high boots in a soft brown suede finish the look and tie everything together with a polished winter vibe.

I love how this outfit feels both practical and pretty at the same time. The structure of the jacket balances the softness of the skirt and the tall boots give the whole look a confident energy. I always feel extra put together when my boots peek out from under a longer skirt and this combo keeps me warm while still feeling stylish. It is the kind of winter look that turns heads without even trying.

Sleek Black Turtleneck With a Leather Mini and Knee High Boots

This look brings together a fitted ribbed black turtleneck, a chic black leather mini skirt with a subtle wrap detail, and a long charcoal coat that moves beautifully with each step. The outfit feels polished yet bold with its mix of soft knits and structured leather. The black suede knee high boots add a flattering elongation to the legs while the sheer tights give everything a smooth winter finish. The overall vibe is confident city energy with a dressed up edge that still feels wearable on cold days.

I love how this outfit blends warmth and attitude without trying too hard. The long coat makes the whole look feel elevated while the leather skirt brings in that little spark of fun. The tall boots keep my legs warm and make me feel pulled together from head to toe. It is one of those outfits that makes me walk a little taller because it looks chic from every angle and feels flattering in all the right places.

Chic Sweater Dress With a Cozy Puffer Vest

This outfit pairs a ribbed charcoal sweater dress with a deep green quilted puffer vest that adds warmth without hiding your shape. The dress has that soft and stretchy knit that feels like a warm hug while still looking polished. Black tights keep the look sleek and winter ready and the classic black knee high boots pull everything together with a smooth leather finish that feels timeless. The whole vibe is effortless comfort with just enough structure to feel put together even on chilly days.

I love how this look balances cozy and chic in such an easy way. The long vest creates a vertical line that makes me feel taller while the sweater dress hugs in all the right places without feeling tight. The boots add a confident touch that makes the outfit feel intentional. It is one of those winter outfits that I can wear on repeat because it feels warm and polished at the same time.

Cozy Fair Isle Sweater With Knee High Boots

This outfit is all about that perfect winter mix of warmth and personality. The cream Fair Isle sweater brings cozy vibes with its soft knit and earthy pattern that feels like the fashion equivalent of hot cocoa. Paired with sleek charcoal leggings and classic black knee high boots, the look feels put together without trying too hard. The oversized faux fur coat adds a little drama in the best way and moves beautifully with each step. Everything comes together in a palette of warm browns and neutrals that looks gorgeous against a snowy backdrop.

I love how this outfit feels both playful and polished. The sweater adds texture that draws the eye upward while the fitted leggings balance the volume of the coat. The knee high boots create that long leg line we all secretly appreciate. It is one of those winter looks that makes me feel ready for a casual stroll or a cute brunch moment. Plus the mix of cozy layers makes the cold weather feel a little more fun.

Cozy Black Puffer With Chic Over The Knee Boots

This look brings together the perfect mix of warmth and style with a belted black puffer jacket layered over a simple black knit dress. The short hemline lets those gorgeous suede knee high boots shine in a rich caramel brown shade that instantly warms up the outfit. The textures work beautifully together with the soft knit, the smooth quilted jacket, and the velvety boots creating a winter look that feels polished but still totally comfortable for cold city streets.

I love how this outfit feels effortlessly put together without trying too hard. The puffer adds shape thanks to the belt and the boots give that little boost of confidence that makes you want to strut a bit. I think the contrast between the all black base and the warm brown boots looks so flattering. It pulls the whole outfit together in a way that feels chic and wearable for any winter day.

Chic Black Sweater Dress With a Flowing Gray Coat

This look features a sleek black sweater dress paired with bold black knee high boots that instantly make the whole outfit feel polished and confident. The soft gray coat drapes beautifully over the shoulders with that effortless open front design that moves as you walk. The mix of textures is so pretty too. You get the cozy knit dress, the buttery smooth boots, and the structured yet flowy coat that ties everything together.

I love how this outfit feels simple yet so powerful. The contrast of black and gray always looks refined and the knee high boots add that little spark of drama without trying too hard. The silhouette feels flattering because the coat creates a long clean line and the dress shows just enough leg to keep everything modern and fresh. It has that confident city girl energy that always gets compliments.

Sporty City Look With A Varsity Jacket

This outfit brings such an easy cool vibe with its classic navy varsity jacket paired with soft cream sleeves that give it that nostalgic college feel. The chunky gray knit scarf adds warmth and texture while the black fitted pants keep everything sleek and streamlined. The knee high black leather boots pull the look together with a polished finish that feels winter ready without trying too hard. The whole look feels sporty yet chic which is such a fun combo for cold weather days.

I love how this outfit mixes comfort with confidence. The oversized scarf adds that cozy factor I always want in winter while the varsity jacket gives the whole look personality. The fitted pants and tall boots create a long clean line that feels flattering without feeling overly structured. It is the kind of outfit that lets me stay warm, look cute and walk through the city feeling like I have my life perfectly together even if I absolutely do not.

Cozy Cardigan And Cognac Knee High Boots

This outfit brings together all the winter staples we love in the most effortless way. A chunky knit cardigan in a deep earthy brown sets the tone with that warm, wrapped-up feel. Underneath is a simple black base that keeps everything sleek from top to bottom. The look finishes with rich cognac knee high boots that instantly elevate the outfit and add a soft pop of color. A cute knit beanie with a fluffy pom adds the final touch and pulls the whole cozy cold weather vibe together.

I love how this look feels both comfortable and polished. The darker cardigan creates a nice contrast against the lighter boots which keeps the outfit visually interesting. The black leggings keep the silhouette smooth and flattering and the tall boots add just enough structure to make the whole look feel intentional. It is the kind of winter outfit that makes me feel warm but still put together when I am out running errands or meeting a friend for a quick coffee.

Cozy Hoodie Layers With Sleek Knee High Boots

This outfit blends easy comfort with a polished winter vibe. She is wearing a soft cream hoodie that feels warm and relaxed underneath a tailored charcoal gray coat that instantly sharpens the whole look. Paired with classic black leggings and rich brown knee high boots, the outfit creates a clean color palette that feels both modern and wearable. The quilted black shoulder bag adds a little extra texture and elevates the look just enough for a casual day out in the snow.

I love this outfit because it proves that comfort can still look chic. The hoodie keeps everything cozy while the structured coat pulls the outfit together in a really flattering way. The tall boots add length to the legs and make the whole silhouette feel balanced. It is the kind of winter look I reach for when I want to stay warm but still look like I put in the effort.

Cozy Poncho Chic With Sleek Knee High Boots

This look brings together the softest winter textures in such an effortlessly stylish way. The warm cocoa brown poncho drapes beautifully with its relaxed, flowy cut that moves with every step and creates that cosy wrapped up feeling without looking bulky. Paired with classic black leggings and sleek knee high boots in smooth leather, the outfit stays clean and polished while still giving full comfort. The dark knit beanie ties everything together with a laid back city ready vibe that feels perfect for chilly days outdoors.

I love how this outfit makes me feel instantly put together even on days when I just want to stay wrapped in blankets. The poncho adds drama in the prettiest way and the pointed shape softens the silhouette instead of overwhelming it. The boots bring in that confident winter flair that always turns heads and the whole look feels chic without trying too hard. It is the kind of outfit that makes cold weather feel a little more fun.

Cozy Cardigan Style With Classic Knee High Boots

This look brings together everything I love about easy winter style. The outfit pairs a soft chunky knit cardigan in a warm oatmeal shade with a dark denim shirt dress that feels relaxed yet put together. A rich plaid scarf adds that perfect pop of texture and color while keeping things extra toasty. The tall brown knee high boots pull the whole outfit together with a polished touch and give the look a lifted feel without trying too hard. The overall vibe is cozy city chic with a very wearable everyday charm.

I adore this outfit because it strikes that sweet balance between comfort and style. The long cardigan creates a gentle line that feels flattering and effortless. The denim dress looks structured but never stiff which always makes me feel more confident. Adding the plaid scarf gives the look personality and warmth while the tall boots make my legs feel elongated and sleek. It is the kind of outfit I could wear for errands brunch or a winter stroll and still feel like I turned a few heads along the way.

Shearling Jacket With a Pleated Skirt

This outfit pairs a warm tan shearling jacket with soft cream lining and bold buckle details with a simple black top and a charcoal pleated skirt that moves beautifully with each step. The tights keep everything sleek while the black knee high boots add a polished finish that feels both practical and stylish for cold weather. The whole look mixes cozy textures with a little city girl edge and it feels effortlessly put together.

I love how this outfit balances volume and structure. The jacket gives that snug winter comfort I always want while the pleated skirt adds a playful touch that keeps things from feeling too heavy. The knee high boots pull everything together and make the entire look feel long and sleek. It is one of those outfits that makes me feel warm, confident, and just a little bit unstoppable.

Warm Cardigan Comfort With a Chic Sweater Dress

This look pairs a soft cream ribbed sweater dress with a long caramel cardigan that feels like wearing your favorite cozy blanket in the most stylish way possible. The textures work beautifully together with the fitted knit dress adding shape while the chunky cardigan brings that relaxed winter charm. The knee high boots in a rich brown suede pull the whole palette together and add just the right amount of polish. The vibe is warm neutral elegance with a little bit of that confident I just stepped out looking fabulous energy.

I love how this outfit feels so put together without trying too hard. The sweater dress creates a smooth and flattering line and the long cardigan adds movement every time you walk. The neutral tones feel calm and expensive and those knee high boots give the look its finishing touch. I find this combination perfect for days when I want to feel cozy but still look like I planned my outfit with intention. It is simple winter chic in the best possible way.

Chic Trench Coat and Denim Skirt Outfit

This look blends winter charm with easy city style. The outfit pairs a classic beige trench coat with a rich green cable knit sweater that adds warmth and texture. A denim mini skirt gives the look a fun and youthful twist while black tights keep things cozy. Brown knee high boots pull the whole outfit together with a polished finish and the black crossbody bag adds that effortless everyday touch. The vibe feels relaxed yet put together in the best possible way.

I love how this outfit mixes classic pieces with a playful twist. The trench keeps everything timeless while the denim skirt adds personality. The color combo feels bold without trying too hard and those knee high boots instantly make the outfit feel more intentional. It is the kind of winter look that makes me feel stylish and comfortable at the same time which is always the sweet spot for me.

Camel Coat Warmth With a Chic Sweater Dress

This look pairs a soft camel coat with a ribbed olive green sweater dress that hugs the figure in the coziest way. The dress has a tied waist that adds shape without feeling fussy and the rich knit texture feels perfect for a cold café morning. The outfit is finished with sleek black knee high boots that bring a modern touch and create such a gorgeous contrast against the warm earth tones. The whole vibe feels polished but still totally relaxed like she just stepped out for a latte but somehow looks runway ready.

I love how this outfit feels effortlessly put together. The coat adds instant sophistication and the sweater dress does all the flattering work by highlighting curves without clinging. The knee high boots give the whole look a confident edge that makes winter layers feel anything but bulky. It is the kind of outfit that makes me feel warm and stylish at the same time which is honestly the dream during chilly months.

Timeless Trench Coat Elegance

This look blends classic winter chic with a soft touch of luxury. The outfit features a rich forest green knit dress that falls smoothly and hugs the body in a comfortable, flattering way. Layered over it is a gorgeous camel trench coat with a structured collar and clean lines that instantly elevate the whole vibe. The sleek black knee high boots add polish and confidence while keeping things practical for chilly days. The whole ensemble feels warm, refined, and perfect for anything from a hotel lobby moment to a casual city stroll.

I love how this outfit feels effortlessly put together without trying too hard. The contrast between the camel coat and the deep green dress creates such a pretty color balance that feels cozy but still sophisticated. Knee high boots always make me feel like I have my life slightly more together than I actually do, and in this outfit they elongate the legs beautifully. It is one of those combinations that works for every body shape, especially when you want something comfy that still turns heads in the best possible way.

Cozy Sweater Dress With Warm Puffer Charm

This outfit blends all the comfy winter favorites in the prettiest way. A deep green cable knit sweater dress sets the tone with its rich color and soft texture, while the caramel puffer coat adds warmth and a gorgeous contrast. The chunky cream scarf looks like the kind you never want to take off because it feels like a warm hug, and the chocolate brown knee high boots pull everything together with a polished finish. The whole look feels soft, seasonal, and stylish in that effortless walking-through-the-city kind of way.

I love how this outfit balances cozy layers with a flattering shape. The belt on the puffer coat keeps the waist defined so the silhouette never feels bulky, and the knee high boots add that little boost of confidence that every winter outfit deserves. The rich tones play so well together too. It feels chic without trying too hard and still practical enough for a full chilly day outside.

Camel Coat Warmth With Sleek Black Boots

This look mixes timeless neutrals in such a gorgeous way. The long camel coat instantly adds that rich winter energy and frames the outfit beautifully. Underneath, the fitted black ribbed turtleneck keeps things sleek while balancing the soft texture of the taupe knit pants. The star of the outfit is definitely the tall black knee high boots that give everything a confident, city chic finish. The whole vibe feels polished, warm, and totally wearable for everyday winter outings.

I love how this outfit works because it feels effortlessly put together without trying too hard. The camel and black combo always looks elevated, and the fitted top with structured boots creates a flattering shape that feels both cozy and confident. I would wear this on a cold morning when I want to feel stylish but still comfortable enough to walk around the city like I own the sidewalk.

Cozy Sweater and Vest Street Style

This outfit feels like the perfect mix of warm winter comfort and easy city chic. The soft cream turtleneck sweater adds that cozy, oversized vibe we all love when the weather turns cold. Layered over it is a black puffer vest that gives just enough structure without feeling heavy. The sleek black leggings keep the silhouette clean, while the camel knee high boots instantly elevate the whole look with their soft suede finish. The little crossbody bag in a neutral shade ties everything together so effortlessly. The whole outfit feels relaxed but still pulled together in the best way.

I love how this look balances comfort and polish at the same time. The vest creates shape without clinging, the sweater feels warm and forgiving, and the tall boots elongate the legs in a way that always feels flattering on a plus size body. It is the kind of outfit that makes me feel confident and stylish even on those chilly mornings when I am just trying to stay warm. Plus the color palette is so simple that it just works every single time.

Cozy Plaid Coat With Leather Leggings

This outfit is all about easy winter confidence. The oversized plaid coat brings a bold mix of black, grey, and soft red tones that instantly brighten the coldest days. Underneath, the chunky tan turtleneck sweater adds that warm and snuggly texture everyone secretly loves. Paired with sleek black faux leather leggings and classic black knee high boots, the whole look feels modern, cozy, and effortlessly put together. It is the kind of outfit that looks incredible on a city sidewalk and just as cute when you are grabbing a latte.

I love how this outfit balances softness and edge. The chunky sweater makes me feel warm and wrapped up while the leather leggings and tall boots give everything a chic structured feel. The plaid coat ties it all together with personality without ever feeling too loud. It is flattering, comfortable, and stylish in the most wearable way which is honestly the dream winter combo.