21 Stylish Plus Size Winter Fashion With Boots That Elevate Your Look

Putting winter outfits together always feels like a little fashion adventure to me, especially when boots are involved because they instantly make everything look cooler and more put together.

I love how the right pair can turn a simple outfit into something that feels stylish without trying too hard.

If you’re into cozy layers that still look chic, you’re in the right place because I’ve gathered some of my favorite plus size winter looks that make boots the star of the show.

Some people swear by scarves or coats as their winter statement piece but my heart always goes straight to the boots that pull the whole look together.

I’m so excited to share these outfit ideas because they genuinely make me feel confident and warm at the same time which is honestly the dream combo for cold weather.

Cozy Cardigan Layering With Sleek Ankle Boots

This look brings together everything I love about effortless winter style. The outfit pairs a fitted ribbed knit dress in a soft olive green with a long charcoal cardigan that adds warmth without feeling bulky. The textures play so nicely together, giving the whole look a comfy but polished vibe. Black ankle boots add that sleek finishing touch, and the small brown crossbody bag pulls in a hint of warmth that balances the cool tones. The overall feel is cozy, city chic, and totally wearable for everyday winter errands.

I love this outfit because it shows how layering can look intentional without trying too hard. The long cardigan creates a clean vertical line that feels flattering on a plus size silhouette, and the fitted dress underneath adds shape while still keeping everything comfortable. Ankle boots always give winter outfits a little lift and they make the whole look feel crisp and put together. It is the kind of outfit that makes me feel warm, confident, and stylish all at once.

Plaid Coat With Sleek Black Wide Leg Pants

This look pairs a chic oversized plaid coat in black, white, and deep red with a fitted black ribbed turtleneck that adds the perfect touch of cozy structure. The wide leg black trousers create a clean, elongating line while the glossy black ankle boots give the whole outfit a polished finish. The vibe is city sleek with a hint of classic winter charm, like something you’d wear strolling through a crisp morning on your way to a cute café.

I love this outfit because it balances comfort with a really elevated feel. The bold plaid coat instantly makes the look feel intentional while the all black base underneath keeps everything smooth and flattering. The wide leg pants skim beautifully without clinging, and the shiny boots make the whole look feel more fashion forward. It is the kind of winter outfit that feels warm, stylish, and easy to wear on repeat.

Deep Green Coat With Knee High Boots

This outfit feels beautifully put together in that classic winter way that never tries too hard. The deep green wool coat instantly catches the eye with its rich color and clean tailoring. Underneath, the matching cable knit sweater adds a cozy layer that still looks polished. The black skirt keeps the look sleek and simple. The sheer tights add just a touch of softness. The tall suede boots in a warm taupe brown pull everything together with that effortless cold weather charm. The brown shoulder bag makes the whole palette feel warm and intentional.

I love this look because it feels chic without sacrificing comfort. The long coat creates such a flattering line and the color is bold in the best possible way. The knee high boots make the outfit feel elevated while still being super wearable for everyday winter errands or a cute coffee date. It is one of those outfits that makes you feel confident the moment you step outside.

Cozy Neutral Layers With Lace Up Winter Boots

This look is all about soft winter neutrals coming together in the most polished way. The long wool coat in a muted taupe shade feels both minimal and luxurious, especially paired with the chunky knit beanie and the oversized scarf wrapped snugly around the neck. Dark jeans keep the base simple while the creamy lace up winter boots add the perfect sturdy touch. Everything feels warm, wearable, and effortlessly stylish, like the kind of outfit you reach for when you want to look put together without trying too hard.

I love this outfit because the neutral palette feels instantly chic and so easy to style. The long coat creates that sleek vertical line that always flatters, and those lace up boots give the whole look a confident energy. The cozy scarf and beanie make it feel practical for real winter days while still looking cute. It is the kind of outfit that makes me feel comfortable, warm, and stylish all at once, which is basically the winter fashion dream.

Chic Brown Coat With Sleek Black Winter Basics

This look is such a cold weather classic with a city girl twist. The outfit pairs a rich chocolate brown wool coat with a simple black top and wide leg black trousers that move beautifully when she walks. The tailored coat adds structure while the flowy pants keep everything relaxed and comfortable. The pointed heeled ankle boots finish the outfit with a polished touch, and the minimal gold hoops pull it all together in that quiet luxury kind of way. The whole vibe feels modern, clean, and effortlessly elegant.

I love this outfit because it proves that simple pieces can look incredibly chic when the colors work in harmony. The brown coat softens the all black base and gives the look a warm winter feel without losing any sophistication. The wide leg pants make the silhouette feel balanced and flattering, and those pointed boots add just the right amount of confidence. If you’re into outfits that feel grown up and stylish without any fuss, this one feels like an instant go to.

Cozy Sweater Dress With Classic Knee High Boots

This outfit is such a winter mood and I love everything about it. The look pairs a soft cream sweater dress with a warm oatmeal coat that has that clean tailored structure without feeling stiff. The textures are all smooth and cozy which makes the whole look feel elevated but still very relaxed. The rich brown suede knee high boots instantly add that polished winter energy and balance the lighter tones beautifully. The vibe is effortless city chic with just the right touch of comfort.

I adore this outfit because it feels chic without trying too hard. The sweater dress gives that comfy all day feel while the structured coat pulls everything together so it looks intentional. The tall boots create a long leg line which always makes me feel extra confident on cold days. It is one of those outfits that feels warm stylish and flattering all at the same time which is always a win for winter fashion.

Cozy Green Puffer With Everyday Winter Boots

This outfit keeps things warm and easy with a deep forest green puffer jacket layered over a simple black top. The black jeans have a clean, straight fit that balances the puffiness of the jacket, and the rolled cuffs show off a cute hint of cozy sock. The brown lace-up winter boots bring that practical cold weather energy while still looking stylish enough for city strolls. The whole look feels soft, comfortable, and perfectly wearable for real winter days when you want warmth without giving up style.

I love how this outfit feels instantly put together without trying too hard. The green puffer adds such a nice pop of color against the all black base which always makes me feel sleeker and more confident. Those boots ground the look with a rugged touch and honestly they make every step feel kind of unstoppable. It is the kind of outfit I reach for when I want to stay warm but still look like I made an effort even on the chilliest morning.

Warm Camel Coat With Classic Knee High Boots

This look is all about cozy polish with a hint of effortless confidence. The outfit pairs a soft cream turtleneck sweater with medium wash skinny jeans that hug beautifully without looking tight. The star of the look is the long camel coat draped over the shoulders which adds instant sophistication and that winter city chic vibe. The suede knee high boots in a matching warm beige tone tie everything together for a clean and elevated finish. The whole outfit feels cozy yet structured which makes it perfect for crisp winter days.

I love how this outfit blends comfort and polish in such an easy way. The camel coat instantly makes everything look more intentional and the matching boots keep the palette soft and flattering. I also adore how the tucked sweater defines the waist without feeling fussy. This is the kind of winter look that makes me feel warm, put together, and honestly a little unstoppable on a cold sidewalk.

Warm Caramel Coat With Casual Winter Boots

This outfit is all about cozy confidence. The rich caramel wool coat creates a warm and polished look, made even softer with a chunky knit scarf that feels like a wearable hug. Paired with cuffed blue jeans and classic black lace up boots, the whole look feels effortlessly put together. The textures mix beautifully too. The soft wool, the thick knit, and the smooth leather boots give the outfit a roomy, layered vibe that feels perfect for a chilly walk through the city.

I love how this look blends comfort with a little bit of polish. The structured coat instantly makes everything feel elevated while the jeans and boots keep things practical for real winter weather. The color palette is so flattering too. Warm browns always make an outfit feel expensive without trying too hard. This is the kind of winter look I’d wear on repeat because it feels stylish but still lets me move, breathe, and stay warm without losing the cute factor.

All Black Cape Coat With Sleek Ankle Boots

This outfit is such a chic all black moment featuring a structured cape coat that instantly feels polished and warm. The coat has a clean collar and a beautifully draped silhouette that moves as she walks. It is paired with slim black trousers that keep the look streamlined from top to bottom. The black leather ankle boots with a block heel add just the right amount of height and polish. A simple black crossbody bag completes the look without interrupting the elegant monochrome vibe.

I love how this outfit creates that effortless city sleek vibe with almost no effort at all. The cape shape adds drama without being overwhelming and the all black palette feels classic and confidence boosting. The slim pants balance the volume of the coat in the best way and those ankle boots tie everything together while giving the outfit a quiet but powerful edge. It is the kind of winter look that makes me feel put together even on busy days when I barely have time to think about what I’m wearing.

Casual Street Look With a Leather Jacket

This outfit mixes comfy and cool in the best possible winter way. The black leather jacket brings that classic edgy vibe while the soft gray hoodie underneath keeps everything cozy and relaxed. Paired with medium wash skinny jeans and sturdy black lace up winter boots, the whole look feels effortless but still totally put together. The textures balance each other so nicely too with the smooth leather, plush hoodie fabric, and the rugged boots giving the outfit a little attitude. It feels like the kind of outfit you throw on for a chilly walk and still end up looking stylish without trying.

I love this look because it proves that casual can still feel chic. The leather jacket instantly sharpens the whole outfit while the hoodie keeps it comfortable enough for real life. Jeans that fit well always make me feel confident and those boots look like they could handle icy sidewalks and still look cute. It is such a flattering combination that shows off shape without feeling tight or fussy. Perfect for winter days when you want warmth, practicality, and a little bit of cool girl energy all in one.

Quilted Neutrals With Cozy Winter Basics

This look blends all the comfy winter textures we love into one easy everyday outfit. She is wearing a soft cream quilted jacket layered over a chunky cable knit sweater in a warm oatmeal shade. The slim blue jeans keep everything streamlined while still feeling relaxed for a cold weather walk. The sturdy tan lace up winter boots add a little outdoorsy charm and tie in perfectly with the cozy vibe. The overall feel is bright, fresh, and effortlessly put together with that classic winter city mood.

I adore this outfit because it feels practical without ever slipping into boring territory. The light neutrals brighten up the whole look on a snowy day and the quilted texture adds just enough interest to make the outfit feel intentional. I also love how the fitted jeans balance the puffier top layers so the silhouette stays flattering and polished. It is the kind of look I’d wear when grabbing a warm drink and wandering around town feeling cute but still toasty.

Cozy Cinnamon Parka With Snow Day Boots

This look is all about staying warm while still looking adorable during the chilliest winter strolls. The rich cinnamon parka instantly stands out with its thick faux fur hood, soft padded texture, and adjustable waist that creates a lovely shape without feeling restrictive. Paired with classic black leggings and fuzzy lace up winter boots, the whole outfit feels practical yet charming. The knit beanie ties everything together with a cute and effortless winter vibe that makes braving the cold actually feel fun.

I love how this outfit balances comfort and polish at the same time. The warm color of the parka brings such a nice glow to the face and looks amazing against snowy backgrounds. The cinched waist makes the silhouette feel flattering without trying too hard, and the boots are the kind you can walk in all day without a single regret. It is one of those outfits I would reach for on any cold morning because it keeps me warm, keeps me moving, and still feels stylish in the simplest way.

Cozy Knit Layers With Soft Neutral Tones

This look is all about warm textures and calm winter vibes. The outfit pairs a chunky cream cardigan with a beautifully relaxed, waffle knit texture that feels instantly comforting. Underneath is a simple charcoal grey fitted top and matching leggings that create a smooth, streamlined base. The soft neutrals make everything look extra polished while tan ankle boots tie it all together with a gentle lift. The whole look feels like that perfect mix of comfy indoor coziness and just-stepped-out stylishness.

I love this outfit because it makes winter dressing feel effortless. The long cardigan adds that snuggly, wrapped-up feeling without swallowing your shape, and the fitted monochrome base underneath keeps the silhouette sleek. The tan boots bring in just the right amount of structure, so the outfit never feels too casual. It is the kind of look I reach for when I want to feel warm and cute but still pulled together enough to grab a coffee or run errands.

Cozy Cargo Pants and Sherpa Denim Jacket Look

This outfit mixes practical winter warmth with an easygoing street style vibe. The soft cream cable knit sweater adds that perfect cozy layer, and it pairs beautifully with the classic blue denim jacket lined in plush sherpa for extra comfort. The black cargo pants bring a structured yet relaxed shape, and the chunky black lace up boots tie everything together with a little edge. The whole look feels effortlessly cool and totally wearable for real winter days.

I love how this outfit feels warm without looking bulky. The sherpa jacket gives me that snuggly feeling while still looking polished, and the cable knit adds the right amount of texture. Cargo pants always make me feel put together without trying too hard, and those chunky boots really ground the look. It is one of those outfits that feels cute, cozy, and practical all at once, which is basically the holy grail of winter fashion.

Cozy Sherpa Coat With Edgy Winter Boots

This outfit is all about mixing cozy textures with a little attitude. The soft cream sherpa coat instantly steals the spotlight with its plush feel and relaxed shape, paired beautifully with a simple black knit top that keeps everything grounded. The distressed medium wash jeans add a fun bit of rugged personality, giving the look a casual street style vibe. Finishing it all off are those chunky black lace up boots that bring a modern edge and tie the whole outfit together in the best possible winter ready way.

I love how this look feels warm, comfortable, and stylish without trying too hard. The sherpa coat adds volume in the cutest way while the fitted top creates balance, which always feels flattering on a curvy figure. The distressed jeans keep things playful and the bold boots make me feel confident and put together even on chilly days. It is the kind of outfit that works for coffee runs, winter strolls, or just feeling cute and cozy on a cloudy morning.

Cozy Black Coat With Chunky Scarf Charm

This outfit is all about timeless winter elegance with a warm and polished feel. The long black coat creates a sleek silhouette and ties at the waist for a flattering shape that feels structured yet comfortable. A chunky gray knit infinity scarf adds soft volume near the neckline and brings a cozy contrast to the smooth fabric of the coat. Black leggings and classic black ankle boots keep the look streamlined from top to bottom. The brown crossbody bag adds a subtle pop of warmth, and the black gloves pull everything together with a neat, city ready finish.

I love how this look feels like the perfect blend of chic and practical. The scarf adds that extra visual interest without feeling fussy, and the belted coat does such a nice job of defining the waist while still giving plenty of room to move. All the dark pieces make the outfit feel polished, and the warm brown bag keeps it from feeling too serious. It is one of those winter combinations that makes me feel put together even on the coldest, grayest days.

Soft Pink Puffer With Cozy Street Style

This outfit feels like the perfect blend of warmth and easygoing winter charm. The soft pink puffer coat adds a sweet pop of color without feeling overly bold, and the quilted texture gives it that plush look everyone secretly wants when the temperature drops. Underneath, the chunky gray cable knit sweater brings all the cozy vibes while adding a bit of texture that balances the smooth outer layer. Paired with classic black skinny pants and sturdy black lace up boots, the whole look feels comfortable yet put together, ideal for running errands or strolling through the city on a chilly day.

I love how this outfit comes together because it feels effortlessly stylish without trying too hard. The pink coat adds brightness on gloomy winter days, and the gray knit keeps everything grounded. The black bottoms and boots streamline the look so it feels polished while still being super wearable. It is the kind of outfit I reach for when I want warmth, comfort, and just a little touch of cute all rolled into one.

Cozy Parka Street Style

This outfit is all about warm winter comfort with a cute city edge. The olive green parka steals the show with its soft faux fur trim and plush lining that looks ready for any chilly sidewalk stroll. Underneath, the black knit top keeps things simple while the high waisted black jeans give the look a clean base. The chunky black winter boots add both height and attitude, perfect for icy streets. A cream knit beanie tops everything off with that soft cozy touch that makes cold weather feel a little friendlier.

I love how this look feels effortless yet pulled together. The parka creates such a flattering shape with its adjustable waist and structured shoulders. The monochrome base underneath keeps the silhouette neat which always makes winter layers feel more intentional. Plus those boots give the whole outfit a confident finish. This is exactly the kind of look I reach for when I want to stay warm without giving up style for even a second.

Cozy White Puffer Vest and Grey Knit Combo

This outfit brings together all the comfy winter textures in the best way with a soft grey chunky knit sweater paired with a bright white puffer vest that adds both warmth and a little pop of crisp winter freshness. The medium wash cuffed jeans keep things relaxed and easygoing while the sleek black ankle boots ground the whole look with a polished edge. Everything feels soft and wearable while still looking put together enough for a chilly morning coffee run or a casual day out in the city.

I love how this look feels warm without being bulky. The white vest really brightens the outfit and draws the eye up while the grey knit gives it that cozy lived in vibe I can never resist. The cuffed jeans add just the right amount of structure and the black boots make the outfit feel intentional and chic. It is one of those outfits that looks effortlessly flattering because the layers work together instead of competing and it is honestly the kind of winter look I find myself repeating all season long.

Cozy Puffer Jacket With Faux Fur Winter Boots

This look pairs a classic black puffer jacket with dark skinny jeans and the cutest lace up winter boots trimmed with faux fur. The jacket has that plush, quilted feel that keeps everything warm without looking bulky, and the deep navy denim adds a clean, sleek contrast. The faux fur at the boots brings in a playful winter touch that feels stylish and practical for cold sidewalks and snowy corners. Everything comes together in a simple city friendly outfit that still feels intentional and polished.

I love this outfit because it is one of those combos that always works on chilly days. The puffer creates such a nice shape and the fitted jeans balance the volume perfectly. The faux fur boots instantly make the whole look feel fun and wintry which always boosts my mood when the weather is grey. The whole outfit feels easy to wear while still giving that confident put together vibe I look for when stepping out in the cold.