18 Gorgeous Plus Size Winter Fashion Skirt Outfit Ideas That Feel Feminine

Winter fashion always brings out my playful side and I honestly love finding skirt outfits that feel feminine without sacrificing warmth.

I’ve spent so many chilly mornings trying to piece together something cute that doesn’t leave me shivering and I finally realized that winter skirts can be absolute magic when styled right.

Some people think skirts are only for warmer days but I’ve found that the right textures and layers make them even prettier in cold weather.

I put this list together because I kept wishing someone would show me outfits that feel cozy flattering and still give that soft girly vibe I adore.

If you’re into outfits that make you feel pretty while staying practical you’re in the right place.

No matter your style there’s something so satisfying about twirling through winter in a skirt that feels like it was made just for you.

Cozy Pleated Skirt Elegance

This look pairs a soft beige turtleneck sweater with a deep charcoal pleated midi skirt that moves beautifully with every step. The long gray coat adds warmth and structure while keeping everything polished. Black leather boots ground the outfit with a sleek feel and the black handbag ties the whole palette together. The overall vibe is city chic with a calm winter mood and just the right amount of feminine flow.

I love how this outfit feels effortlessly put together without trying too hard. The pleated skirt adds that feminine touch I always reach for in winter and the turtleneck keeps things snug without looking bulky. The long coat creates a clean line that feels flattering and the neutral colors make it look expensive in that quiet way I adore. It is one of those outfits that makes me feel confident walking down any street.

Soft Knit Sweater With a Flowing Wool Skirt

This outfit pairs a chunky taupe knit sweater with a gorgeous high waisted wool midi skirt in a deep warm brown. The skirt has that lovely structured pleating and a wide belt that cinches the waist in the most flattering way. Black tights and sleek black ankle boots keep everything streamlined while a small black shoulder bag completes the look. The whole vibe feels polished but still relaxed enough for a city stroll on a chilly day.

I love how this outfit mixes comfort and shape in such a pretty way. The knit sweater feels so cozy but the skirt adds softness and movement that keeps the look feminine. The belted waist instantly creates definition which always makes me feel more confident. It is the kind of winter outfit that makes me feel put together without trying too hard and that is always a win for me.

Cozy Vest and Maxi Skirt Warmth

This outfit brings together the best winter textures in the sweetest way. She is wearing a creamy knit sweater that looks perfectly soft and slightly oversized, giving that effortless cozy vibe. Layered on top is a black puffer vest that adds warmth without feeling bulky. The black ribbed maxi skirt creates a long clean line and pairs beautifully with the sleek black ankle boots. The whole look feels simple polished and wonderfully wearable for everyday winter moments.

I love how this outfit balances comfort and shape at the same time. The vest adds a bit of structure while the maxi skirt keeps everything flowy and feminine. The cream knit brightens the whole look which I always appreciate in colder weather. I would wear this on repeat because it feels chic without trying too hard and honestly any outfit that keeps me warm and stylish automatically becomes a winter favorite.

City Chic With a Pleated Midi Skirt

This outfit is such a winter dream with its mix of structure and soft movement. The dark green pleated midi skirt brings that gentle swish effect that always feels feminine and flattering. The classic black turtleneck adds warmth without bulk while the grey textured blazer gives the whole look a polished city vibe. Black tights and sleek ankle boots keep everything cozy and streamlined. The tan crossbody bag adds just the right pop of warmth and ties the whole color palette together in the prettiest way.

I love how this outfit blends comfort with that quietly confident energy. The blazer sharpens the silhouette while the pleated skirt keeps things soft and pretty which is one of my favorite combos for winter. I also adore how the darker tones create a long clean line that feels super flattering. It is the kind of look that makes me feel put together even on days when I am absolutely not trying that hard.

Metallic Pleats With Chic Winter Layers

This look is such a gorgeous blend of soft winter polish and holiday sparkle. The outfit pairs a silky silver pleated midi skirt with a fitted cream turtleneck that smooths beautifully under the fabric. A classic black wool coat is draped effortlessly over the shoulders, giving everything that confident city girl vibe. Black leather ankle boots ground the shimmer of the skirt, while simple gold hoop earrings add just the right touch of shine near the face. The whole look feels modern, feminine and a little luxurious without trying too hard.

I love this outfit because it creates instant elegance with almost zero effort. The pleated skirt catches the light in the prettiest way and adds movement that feels super flattering. The cream top keeps things clean and streamlined, and that black coat makes the whole outfit feel intentional and chic. It is one of those winter looks that makes you feel put together the moment you slip it on, and honestly, I adore that.

Houndstooth Skirt with a Sleek Black Turtleneck

This outfit is such a perfect winter go to if you love something feminine that still feels polished. The black fitted turtleneck keeps everything clean and streamlined while giving that soft cozy vibe. Paired with a classic houndstooth A line skirt in a warm wool blend, the whole look feels timeless and a little chic without trying too hard. Black tights and ankle boots keep the silhouette smooth from top to bottom and pull the whole outfit together in a really effortless way.

I love how flattering and wearable this combo is because the turtleneck creates such a nice long line and the A line skirt adds gentle movement without adding bulk. It feels put together yet totally comfortable which is honestly my favorite kind of winter outfit. There is something about a houndstooth skirt that always makes me feel a little more confident and polished even on the chilliest days.

Cozy Cream Knit With a Playful Winter Skirt

This outfit brings together the softest winter textures in the prettiest way. The cozy cream cable knit sweater looks warm and inviting, especially paired with the matching chunky beanie topped with a fluffy pom. The deep forest green skater skirt adds a touch of movement and keeps the whole look feeling sweet and feminine. Black tights and ankle boots pull everything together with a practical winter vibe, perfect for strolling through snowy paths with a warm drink in hand.

I love how this outfit feels both cute and comfortable at the same time. The chunky knit on top balances the flirty skirt so beautifully and gives that ideal winter silhouette. The darker skirt adds contrast that feels polished without trying too hard. It is one of those looks that makes me feel cozy but still put together and honestly that is my favorite combination for a feminine winter moment.

Cozy City Walk in Soft Neutrals

This outfit feels like the perfect mix of warmth and quiet elegance. The look features a soft cream knit sweater paired with a thick grey wool midi skirt that moves beautifully with each step. She layers an olive green coat on top for that classic winter feel, and the matching knit beanie and textured scarf make everything look wonderfully pulled together. The black gloves and tights add a sleek touch, while the brown ankle boots give the whole outfit a grounded and stylish finish. The vibe is cozy, feminine and effortlessly polished for a snowy day in the city.

I love how this outfit manages to be practical and pretty at the same time. The neutral palette feels calming and chic, and the long skirt adds such a flattering shape without sacrificing warmth. The layered textures make the whole look feel more interesting, and honestly, it is the kind of outfit that makes winter strolls feel dreamy instead of freezing.

Warm Puffer Comfort With a Sleek Winter Skirt

This look pairs the coziest chocolate brown puffer jacket with a fitted ribbed knit skirt in a deep charcoal grey that hugs the body just right without feeling tight. The mix of textures feels so winter perfect. The matte finish of the jacket balances beautifully with the soft ribbing of the skirt. Black tights keep everything streamlined and warm. The outfit finishes with smooth brown ankle boots that match the jacket for a polished feel. The whole vibe is comfy city chic with that effortless I just threw this on energy that still looks put together.

I love this outfit because it blends comfort and style in a way that feels so achievable. The puffer keeps things warm without hiding the figure and the ribbed skirt adds that feminine touch we all want in a winter look. The color harmony makes the whole outfit feel intentional. I also adore how the boots tie everything together. It is the kind of look that makes me feel confident even on a chilly day when I would rather stay indoors.

Soft Pink Knit Set With Cozy Street Style Charm

This outfit brings together the sweetest winter vibe with a matching soft pink knit sweater and a cable knit mini skirt that feels warm and feminine at the same time. The oversized ribbed sweater drapes beautifully and pairs perfectly with the fitted knit skirt, creating that relaxed yet put together look we all secretly wish came naturally every morning. Dark tights keep everything sleek and warm while chunky winter boots balance the softness with a little edge. The whole look feels casual enough for a morning coffee run yet pretty enough for a city stroll in good lighting.

I love this combination because it feels cute without trying too hard. The matching textures make everything look intentional and stylish, and the oversized sweater gives that comfy confident feeling that instantly makes an outfit work. The tights and boots add structure that flatters the silhouette, and honestly, the pink knit just feels cheerful on cold days. This is the kind of outfit that makes me feel feminine in the simplest, coziest way.

Cozy Knit and Satin Skirt Charm

This outfit pairs a deep green ribbed sweater with a flowy black satin midi skirt that moves beautifully with every step. The sweater looks warm and soft with that slightly oversized, relaxed fit that feels perfect for winter days. The satin skirt adds a touch of elegance with its subtle sheen and swishy silhouette. Black ankle boots and sheer tights finish the look with a polished winter vibe that still feels easy and comfortable.

I love how this outfit blends comfort and femininity without trying too hard. The chunky knit on top balances the smooth satin below, which creates such a flattering contrast. The skirt defines the waist gently while still giving plenty of movement, and the rich green sweater adds a cozy pop of color. This is the kind of look that feels effortless yet pulled together, perfect for days when you want to stay warm but still feel pretty.

Cozy Cable Knit Charm with a Velvet Skirt

This outfit feels like the sweetest little winter moment. She is wearing a chunky cream cable knit sweater that looks warm and soft without feeling bulky. The sweater pairs beautifully with a rich red velvet skirt that brings a touch of romance and holiday charm to the look. Black tights finish the outfit with a smooth, polished texture, while her loose waves and soft makeup keep everything relaxed and inviting. The whole vibe is effortlessly feminine, like a cozy café date outfit you secretly hope someone notices.

I love how this look balances comfort and glamour so naturally. The cable knit adds warmth while the velvet skirt brings that pretty, dressed up feel, which makes the outfit both practical and chic. The soft textures work so well together and the pop of red feels flattering and confidence boosting. Honestly, this is the kind of winter outfit that makes me feel put together without even trying.

Cozy Red Skirt Stroll

This look is such a winter sweetheart moment. The outfit pairs a deep red ribbed midi skirt with soft movement, charcoal tights that add warmth without feeling bulky, and sleek black ankle boots for that clean city polish. On top she wears a classic black puffer jacket that keeps things practical, then wraps a chunky cream knit scarf around her neck for a cozy touch that brightens the whole outfit. The mix of textures feels so soft and wintry while the colors stay bold and feminine.

I love how this outfit balances comfort and style in the easiest way. The red skirt adds instant personality and feels beautifully feminine without trying too hard. The scarf frames the face so nicely and brings in softness that makes the whole look feel inviting. I’d wear this on any casual winter day when I want to stay warm but still feel put together and pretty while walking around the city.

Street Style Warmth With a Classic Winter Skirt

This outfit is such a gorgeous mix of cozy and polished. The look pairs a fitted black knit top with a flowing charcoal gray midi skirt that has soft pleats and a beautiful structured drape. The big chunky taupe scarf instantly steals the spotlight by adding texture and that deliciously bundled winter vibe. Sleek black knee-high boots and a simple black shoulder bag finish everything so cleanly. The whole outfit feels effortlessly chic and perfect for a confident cold weather city stroll.

I love how this look balances warmth with a really feminine silhouette. The fitted top keeps the shape defined, while the swishy skirt brings softness and movement. The oversized scarf creates that touch of drama without feeling overdone. It is one of those outfits that makes me feel pulled together without even trying. Plus the color palette is timeless, which always makes winter dressing feel easy and elegant.

Bold Red Sweater with Sleek Leather Skirt

This outfit pairs a gorgeous chunky red cable knit sweater with a sleek black faux leather mini skirt that brings the perfect winter mix of cozy and confident. The rich red knit feels warm and plush while the smooth leather skirt adds a little edge that keeps the whole look modern. Black tights and lace up ankle boots finish everything with a polished touch that still feels practical for cold sidewalks and snowy days. The overall vibe is confident city chic with a feminine twist.

I love how this look balances softness with structure. The bold sweater draws the eye up while the mini skirt gives the outfit a flattering shape that feels fun without being fussy. The contrast of textures makes the whole outfit look more intentional and stylish. When I wear something like this I instantly feel bold and pretty at the same time and that combination is such a winter fashion win.

Classic Tartan Skirt with Cozy Winter Layers

I love this look because it mixes comfort with a really feminine charm. The tartan skirt has such a pretty swing to it and the contrast against the cream sweater feels naturally flattering. The coat adds shape without feeling bulky which is such a win for winter. This is the kind of outfit that makes me feel put together even when I’m out running errands in freezing weather and honestly that’s the dream.

Camel Coat Elegance with a Flowing Winter Skirt

This outfit blends soft warmth with an effortlessly feminine vibe. The look features a cozy cable knit sweater in a creamy oatmeal shade paired with a long charcoal gray skirt that moves beautifully with every step. A thick knitted scarf in a matching cream tone wraps snugly around the neck while a classic camel coat adds structure and that polished winter charm. The textures play so well together, from the chunky knit to the smooth drape of the skirt, creating a look that feels stylish yet wonderfully comfortable for chilly days in the city.

I love how this outfit works because it feels luxurious without trying too hard. The camel coat brings that timeless sophistication while the long skirt adds graceful movement that feels subtly romantic. The neutral palette keeps everything cohesive and flattering, and the layered knits give a soft, cozy feel that still looks put together. It’s the kind of winter outfit that lets you feel warm, feminine, and confident all at once.

Cozy Plaid Skirt With a Denim Twist

This outfit blends comfort and personality in the cutest winter way. She wears a dark plaid midi skirt that moves beautifully with every step, paired with a classic blue denim jacket lined with soft fleece for extra warmth. The chunky knit scarf in cream with red and gray stripes adds that snuggly winter vibe, while black tights keep everything cozy. Her brown lace-up ankle boots give the whole look a grounded, outdoorsy feel, and the structured black handbag adds a polished touch that ties it all together. The overall mood feels relaxed, warm, and effortlessly stylish for a chilly day out.

I love how this outfit mixes textures without feeling heavy. The plaid skirt brings such a feminine swish, and the denim jacket balances it with a casual edge that feels very wearable. The scarf pulls the look together by adding softness near the face, which always feels flattering in winter. It is one of those outfits that makes you feel put together without even trying, and honestly, that is my favorite kind of winter magic.