23 winter skirt outfit ideas: Stylish combinations for every occasion

Do you love fashion and are you looking for new ideas on how to wear skirts stylishly even in winter? The weather is getting colder, but your demand for trendy outfits remains.

With the right combinations, you can perfectly combine feminine skirt looks and fashionable comfort for the cold season. This creates outfits that are both warm and impressive.

In this article, you will find inspiration and proven tips on how to style your favorite skirt to be winter-ready. Let the diverse range of topics around the Winter Skirt Outfit guide you and find new looks for every occasion.

Winter Skirt Outfits with Boots

Woman with a beige pleated skirt, black knit sweater, and brown lace-up boots in the city — Elegant street style: Skirt meets knitwear and boots in a winter look

A long skirt in winter can not only be warm but also look incredibly stylish. Especially in combination with trendy lace-up boots and a cozy sweater, a look is created that is urban and comfortable at the same time.

This outfit shows how well-thought-out layers can safely get you through cold days. The flowing beige skirt harmonizes wonderfully with the rustic brown tone of the boots. Especially with smooth materials, chunky boots serve as an exciting contrast – casual and feminine at the same time.

If you like cozy elegance and don’t want to compromise on comfort, this combination is a true all-rounder. Especially on days when you commute between cafes, the office, and evening appointments.

This outfit creates a desire for stylish city winter moments – warmly wrapped up and yet fashionably on point.

Sweater and Skirt Winter Combinations

Woman in a cream-colored knit sweater and patterned midi skirt with white ankle boots in a winter city — Cozy knit meets flowing skirt: a winter look with style and comfort

Sometimes just a fleeting glance at an outfit makes you think: This is exactly how I want to feel in winter – warm, stylish, and free at the same time.

This combination of a chunky knit sweater and a flowing skirt perfectly captures that. The calm color tone provides an elegant note, while the structured top provides warmth without being bulky. The white ankle boots add the finishing touch and visually lengthen the leg.

The styling remains completely uncomplicated: whether for a walk through the city or a coffee visit with friends – you always look put-together without being overdressed.

If you want to combine lightness and comfort in winter, this combination is your faithful companion through cool days full of style.

Plus Size Winter Skirt Styling Ideas

Woman in a brown corduroy skirt, knit sweater, and scarf in a winter city environment — Warm tones and soft materials – how to achieve a stylish winter look with a skirt.

A cozy skirt look for cold days? Yes, please! Warm colors and soft materials make winter stylings so special – and totally comfortable at the same time.

A wide corduroy skirt meets a chunky knit sweater in rich rust orange – a look that appears harmonious yet stands out. Plus Size Outfits particularly benefit from flowing fabrics and cleverly placed accents like a casually draped scarf or a defined waistline.

If you want to replicate this style, pay attention to high-quality texture combinations and harmonious colors. It looks especially great when shoes and headwear match in color.

Such an ensemble radiates calm and self-confidence – perfect for a city stroll or a relaxed winter date.

Long Skirt Outfits for Cold Weather

Woman in a cream-colored knit sweater and long knit skirt on a winter city street — Warm and elegant: a knit skirt outfit for cold days

Imagine strolling through snowy streets, and your outfit not only keeps you warm but also looks really stylish. That’s exactly what long skirts are made for in winter!

A chunky knit skirt, combined with a matching turtleneck sweater, creates a monochrome, elegant overall look. Particularly light tones like cream or off-white create a calm elegance that doesn’t have to be loud to stand out.

Make sure the skirt drapes nicely and is made of a warming material like wool or a wool blend. Together with simple boots or elegant shoes, the outfit is even suitable for going out.

This way, you find the mix of comfort and style that we all particularly appreciate in winter. And the best part: You look dressed up – without restricting yourself.

Layered Skirt and Jacket Winter Looks

Woman with a cream-colored skirt and short jacket in a winter look — Elegant winter style with a structured short jacket and midi skirt

A winter look doesn’t always have to be dark and heavy – sometimes bright elegance is exactly what the gray everyday life needs. This outfit proves how stylish a skirt and jacket look can be on cold days.

The combination of a structured, short jacket and a softly draping skirt makes your appearance look elegant and self-confident. Particularly beautiful: The tonal color scheme brings calmness to the look without appearing boring. Materials with some structure give the outfit depth and hold.

A simple, high-quality belt also accentuates the waist and creates a beautiful silhouette. Simple ankle boots or knee-high boots go well with this – preferably in a similar color scheme.

Layering in light tones
Cream colors run through the outfit
Structured fabrics for warmth and style

Styled this way, you look stylish and modern – without having to sacrifice comfort. An outfit that shines during a city stroll as well as at a festive occasion.

Midi Skirt with Winter Boots

Woman in a beige midi skirt and winter boots on an urban street — Clean and cozy: How to style a midi skirt with chunky winter boots.

You don’t feel like dark winter looks? Then a light midi skirt with sturdy boots might be exactly your style. The combination appears soft and powerful at the same time – just like a winter day with crisp air and lots of energy.

The mix of materials and proportions is important. A soft oversized knit sweater brings warmth and volume, while the flowing skirt provides movement. In addition, the chunky boots set a beautiful contrast and make the outfit suitable for the city.

Light tones work particularly well ton-in-ton – this looks high-quality and brings calmness to the overall look. What shouldn’t be missing: walking confidently in it and wearing the combination with your favorite coat.

This creates a winter look that is elegant and casual at the same time – perfect for walks, city trips, or even the office with style.

Plaid Skirt Winter Outfit Inspiration

Woman in a winter outfit with a plaid skirt and turtleneck sweater — Elegant winter outfit with plaid pattern rocks the city

Sometimes all it takes is an outfit that feels as cozy as it is stylish. This ensemble with a plaid skirt and cozy sweater seems tailor-made for cool days full of good spirits.

The combination of a soft turtleneck sweater and a classic wool skirt with a plaid pattern conveys a calm warmth – perfect for relaxed winter days in the city. The structured fabric of the skirt adds texture and makes the look more exciting.

If you want to wear the outfit outside, a color-coordinated coat fits wonderfully. Knee-high boots also harmoniously complete the overall picture – this way, the look is not only suitable for everyday wear but is stylish all around.

As simple as this style is – it brings exactly that quiet elegance that is simply particularly good in the cold season.

Pleated Skirt Winter Styling Ideas

Woman in a beige turtleneck sweater and pleated skirt on a winter city street — Tonal look: A pleated skirt combined with cozy knitwear for cold days.

Sometimes a winter look in light tones is exactly what you need to brighten up gray days. Imagine walking through the streets so stylishly – soft, elegant, and warmly wrapped up.

A pleated skirt brings movement and structure to your outfit without losing coziness. In combination with a warm turtleneck sweater, the look appears feminine without being overdressed – perfect for everyday life, the office, or cafe dates.

For light outfits, pay attention to high-quality fabrics and clear silhouettes – this way, the look remains elegant instead of boring. Small accents like golden earrings or pastel nails are the finishing touch.

This creates a winter outfit that is soft, stylish, and self-confident at the same time – ideal if you want to feel completely comfortable.

Skirt with Tights and Chunky Knitwear

Woman with a cream-colored knit sweater and matching skirt on a winter street — Knitwear meets style – a cozy winter look with a skirt and chunky sweater

Sometimes one quick glance is enough, and you know: This outfit is a hit for cold days. This is exactly how winter fashion style works with a feel-good factor!

A chunky knit sweater in an oversized look not only brings warmth but also structure to the outfit. Combined with a tight-fitting skirt, an exciting style break is created that appears feminine and relaxed at the same time. Especially in delicate natural tones, the look gains a soft and urban touch.

Important here: The visual guidance. Thanks to the simple color choice, tights and accessories like statement earrings or a warming scarf appear much more deliberately placed.

This creates a look that is suitable for both everyday office life and a cozy city stroll – stylish, comfortable, and absolutely winter-ready.

Oversized Coat Skirt Winter Ensemble

Woman in a cream-colored winter outfit with an oversized coat and skirt — Elegant winter look with a structured oversized silhouette and tonal skirt

Sometimes a single look is enough to stylishly embrace winter. This ensemble idea with an oversized coat and skirt brings exactly this quiet elegance to the streets.

The coat drapes softly over the shoulders, appearing generous yet structured. Underneath, the fine wool sweater provides warmth without being bulky, while the slightly shimmering skirt impresses with its flowing drape. Kept tonal, a harmonious overall picture is created that does not seem intrusive but confident.

Anyone who loves clean, urban winter fashion will find inspiring inspiration here. By the way, ideal for a city stroll or a relaxed cafe date.

Corduroy Skirt Winter Outfit Ideas

Woman with a beige corduroy skirt, knit sweater, and boots on a winter street — A beige corduroy skirt with tights and a cozy knit sweater – perfect for cool days.

A mix of warm and stylish? That’s exactly what a look with a corduroy skirt in winter exudes. When the days get grayer, such an outfit is a nice change from the usual jeans combinations.

Everything fits here: The short corduroy skirt brings structure and warmth to the look, while a chunky oversized sweater radiates coziness. With opaque tights and sturdy boots, it stays warm and suitable for the city.

In neutral beige and brown tones, the outfit appears harmonious – just right if you like to play with layers without appearing colorful. With a gold necklace or statement ring, it even becomes slightly elegant.

Such a look works not only for a city stroll but also for the office or a cafe date. Corduroy in winter simply has style – uncomplicated and yet effective.

Faux Leather Skirt Winter Look

Woman in a black faux leather skirt and turtleneck sweater in winter light — A black faux leather skirt brings elegance to your winter style.

Ever thought about how cool faux leather can look in winter? This look shows how stylish and yet super wearable a winter outfit with a skirt can be.

A black faux leather skirt and a matching tight turtleneck sweater create a clean, modern combination. Important here: The skirt should fit well without constricting – this way, it stays comfortable and chic.

Knee-high boots and a warming coat with a clear line go well with this. The monochrome look appears suitable for everyday wear as well as elegant – perfect for university, the office, or a city trip.

Faux leather brings structure to your winter look – and it does so effortlessly. This style is a real statement without being loud.

Skirt with Scarf and Beanie Accessories

Woman with a beige coat, knit scarf, beanie, and pleated skirt — Winter look with a skirt, scarf, and beanie in warm beige tones

Sometimes a single glance at an outfit is enough to immediately long for a walk through the cold city. This look brings exactly that feeling – warm, stylish, and with a touch of coziness.

A chunky knit scarf and a matching beanie perfectly complement the pleated skirt. The beige coat provides the necessary warmth without overwhelming the outfit. Particularly beautiful: the harmonious color palette of cream and earth tones.

For the perfect fit, make sure the scarf and beanie are made of similar material. This looks coordinated and brings additional structure to the overall picture. The lightness of the skirt is a great contrast to the thick winter textures.

If you like it comfortable but still want to be stylish, this combination is simply ideal. A look made for cold but style-conscious days.

Blazer and Skirt Winter Outfit Combinations

Woman in a cream-colored blazer and skirt during a winter city walk — Stylish through winter: Tonal with a blazer and skirt.

Do you want to look elegant in winter without sacrificing warmth? Then this combination of a blazer and skirt is exactly your thing. It brings simple elegance with a touch of business vibe into your winter everyday life.

A medium-warm wool fabric provides pleasant warmth, while the structured cut gives the look a clear contour. Light colors like cream or beige make even dreary days a little brighter – perfect for the office or a city stroll.

Pay attention to high-quality materials and a harmonious overall picture. It looks particularly beautiful when the skirt sits at waist level and the blazer falls loosely over it.

You can style this look with both boots and elegant loafers. My tip: Fine tights underneath – this way, it stays stylish and warm.

Such a blazer-skirt outfit is your uncomplicated companion for many winter days – classic, chic, and versatile with little effort.

Turtleneck Skirt Winter Outfit Ideas

Woman with a turtleneck sweater, brown skirt, and coat on a winter street — A warm turtleneck sweater and a wool skirt create a stylish winter outfit.

Do you want to look stylish in winter without freezing? Then a Turtleneck Skirt Outfit is exactly right for you. The look is cozy, feminine, and still looks urban-chic.

A cozy turtleneck sweater in cream or off-white fits perfectly with a flared wool skirt in earth tones. Add an elegant coat and a small bag – and your look is complete. Vary with materials like knitwear, tweed, or cashmere for an exciting touch.

For shoes, high boots or classic boots work well. For even more warmth, you can resort to thermal tights.

Turtleneck sweater in neutral colors
Midi-length wool skirt
Warm coat in beige or gray
Retro or leather accessories

This outfit offers you not only comfort but also elegantly carries your style through the cold season – without compromises.

Skirt with Puffer Jacket Winter Styling

Woman wearing a white quilted coat, knit scarf, and patterned skirt in winter — Winter street style look with a Puffer Jacket and feminine skirt

Cuddly warm and stylish at the same time – who says skirts are only for summer?

A floral midi skirt combined with chunky knitwear and a voluminous Puffer Jacket brings exactly the right balance between soft and structured. It looks particularly harmonious when colors and textures complement each other, as here the light beige of the coat, scarf, and top.

The layered look not only provides warmth but also makes the outfit more exciting. A high collar and thickly knitted scarf are a must – they give the look depth and character.

With such a styling, winter can not only be endured but stylishly enjoyed – without sacrificing feminine silhouettes.

Neutral and All-Black Winter Skirt Outfits

Woman with a black turtleneck sweater and pleated skirt on a winter street — Winter looks in black and neutral tones – stylishly combined with a skirt

Gray-matte streets, crisp air, and a look that appears as elegant as it is cozy. If you value simplicity with style in winter, a mix of neutral tones and black is exactly right.

A black turtleneck sweater keeps you warm without losing its impact – especially, if you combine it with a pleated skirt in gold or beige. The flowing silhouette gives the outfit lightness despite the thick fabrics. Simple ankle boots or knee-high boots fit perfectly with this.

The contrast between subtly shimmering fabric and dark knitwear brings excitement to the outfit but remains restrainedly elegant. Ideal for a city stroll or the way to the office.

This creates a style that is neither loud nor boring – but simply harmonious. And the best part: You feel completely comfortable in it.

Pastel White Winter Skirt Aesthetic

Woman in a cream-white winter skirt and turtleneck sweater in front of a modern winter backdrop — A winter look in delicate tones: Stylish through the cold season with pastel and elegance.

The first snow falls, and you are looking for a winter look that is stylish and soft at the same time? Delicate tones bring a wonderful calm to the cold season – and that’s exactly what this outfit radiates.

A cream-colored skirt with a wrap detail meets a softly ribbed turtleneck sweater here. The monochrome combination looks elegant and relaxed at the same time. Particularly beautiful: The soft materials ensure comfort without sacrificing style.

Gold accessories – like subtle earrings – are suitable for the finishing touch, subtly upgrading the soft look. The whole thing becomes suitable for the city with simple boots or elegant ankle boots.

A winter outfit like this shows: Elegance doesn’t need color – sometimes a touch of pastel and a cleverly chosen cut are enough.

Hijab-Friendly Winter Skirt Outfits

Woman with hijab in a light winter skirt and knit sweater in the snow — Elegantes Winteroutfit mit Rock: warm, stilvoll und hijabfreundlich

As soon as the first snow falls, one longs for an outfit that is both warming and stilvoll. It is particularly nice when this is also possible with a skirt – hijab-appropriate, of course.

An oversized knit sweater in natural tones combined with a wide-flowing maxi skirt provides coziness and elegance. A cozy scarf or a matching hijab in a similar color tone goes well with this – that looks harmonious and clean.

Layering is your best friend in winter: thermal leggings or tights underneath keep you reliably warm without changing the outfit. Ankle boots also remain completely inconspicuous under the hem of the skirt.

Ideal for a city stroll or the next coffee date – this is how modest fashion works in winter without compromising on style and comfort.

Knee-High Boot Skirt Winter Outfit Ideas

Woman in a winter knit skirt with knee-high boots in an urban setting — Cozy and stylish: A perfect winter outfit with knee-high boots and a knit skirt.

Sometimes a single glance at an outfit is enough to get a comfortably warm feeling – this is exactly how this look with a skirt and boots works. Cozy, urban, and modern: This is how winter fashion is really fun.

The cream-colored knit skirt brings soft texture into play, while the oversized sweater provides a relaxed silhouette. The knee-high boots set a stable contrast and simultaneously protect against the cold – practical and stylish at the same time.

For the look to work, the materials should harmonize – soft knitwear with robust leather is ideal here. In terms of color, a monochrome scheme looks particularly elegant.

Midi-length knit skirt
Warm turtleneck sweater
Knee-high boots with lug soles

You can put on this look in the morning without much effort and feel dressed up immediately – perfect for the office, city, or coffee break at your favorite cafe.

Combat Boot Winter Skirt Styling

Woman with a white winter skirt, black coat, and combat boots in the city — Stylish through winter: White skirt meets cool Combat Boots

How cool would it be to wear a winter look that is cozy and expressive at the same time? This outfit perfectly captures both – with a white skirt, cozy knit sweater, and striking Combat Boots.

The combination thrives on contrast: a feminine silhouette meets robust footwear. The slightly flared skirt adds movement to the ensemble, while the black coat gives the look structure. Ideal for cities with mild winters – simply add thermal tights.

Combat Boots not only provide traction but also set a clear style statement. You can wear this style perfectly in everyday life and look effortlessly edgy.

A look that shows: Winter fashion should be fun, versatile – and look really good. The perfect combination for everyone who doesn’t want to choose between cool and cozy.

Maxi Skirt Winter Outfit Inspiration

Woman in a white maxi skirt and fluffy sweater on a winter street — Casual knit meets flowing maxi skirt – how to style a winter look with ease

Sometimes it’s the gentle tones that have a particularly strong effect in winter. An outfit like this feels like a quiet break from the hustle and bustle of everyday life – soft, cozy, and yet really stylish.

A light maxi skirt, combined with an oversized, fluffy knit sweater, creates exactly this effect. The longer and softer the skirt drapes, the more elegant the whole thing appears – perfectly balanced with the voluminous top. The mix of materials adds depth to the look.

It’s important to pay attention to proportions: the sweater can be oversized but should not end too far over the skirt. And what I personally love: statement earrings as a counterpoint to the soft fabrics.

Soft knitwear for coziness
Flowing maxi skirt as an elegant element
Accessories for the cool twist

This creates a look that is cozy and yet stylishly accompanies your winter everyday life – whether during a city stroll or a dinner date.

Skirt with Long Socks Winter Layering

Winter outfit with a skirt, long cardigan, and knee-high socks — Casual winter layering with a skirt and long socks – warm and stylish at the same time.

Sometimes a single glance at an outfit is enough to long for a warm walk through the cool city. This styling brings exactly that: a mix of coziness and a dash of urban chic.

A chunky knit sweater, combined with a lined skirt and long knit socks, provides warmth without sacrificing style. The chestnut brown coat over it brings calmness to the look and allows plenty of room for accessories in cream or beige.

Important for layering: The materials should be different but color-coordinated. This way, the look remains harmonious but still appears interesting.

This outfit shows how elegant layering can be in winter – practical, warm, and full of style sense.