24 Trendy Cold Weather Skirt Outfits for Women Who Still Love Wearing Skirts

Cold weather never stopped my love for skirts, and honestly it just made styling them more fun.

I love figuring out how to make skirts feel cozy with tights, boots, and layers that still look cute and put together.

Some people think skirts belong only to warm days, but I have always felt my best when I wear them all year long.

If you are into outfits that feel feminine without sacrificing warmth, this is exactly the kind of inspiration I get excited about.

These looks prove that skirts can be just as practical in cold weather while still feeling stylish and effortless.

Cozy Cardigan With Mini Skirt and Sneakers

This outfit pairs a chunky beige knit cardigan with a simple black mini skirt and opaque black tights.
The soft texture of the cardigan feels warm and relaxed, while the skirt keeps the look playful and feminine.
Finished with classic sneakers, the whole outfit feels casual and very wearable for everyday errands or walks around the city.

I love how this look proves that comfort and skirts can exist together in cold weather.
The oversized cardigan balances out the shorter skirt so it never feels too bare or too bulky.
It feels effortless, cozy, and perfect for days when I want to stay comfortable without giving up my favorite skirts.

Classic Wool Coat With Navy Midi Skirt

This outfit features a structured gray wool coat layered over a light knit sweater and a deep navy midi skirt.
Tall leather boots add warmth and polish, while the clean lines keep everything looking timeless and elegant.
The colors stay neutral and soft, which makes the outfit feel calm and sophisticated.

I think this look works so well because it feels grown up but still stylish.
The midi skirt adds movement, and the coat instantly pulls everything together.
It is the kind of outfit I reach for when I want to feel confident and put together on chilly days.

Pleated Midi Skirt With Turtleneck Layers

Here we see a beautiful pleated green midi skirt paired with a cozy cream turtleneck and a tailored gray coat.
Black tights and ankle boots keep the look grounded and practical for cold streets.
The pleats add texture and flow without feeling fussy.

I always love how pleated skirts bring instant elegance to winter outfits.
This combination feels warm, balanced, and flattering without trying too hard.
It is the kind of outfit that works for a walk, a coffee break, or even a casual workday.

Leather Mini Skirt With Chunky Knit

This outfit mixes a brown leather mini skirt with a thick cream cable knit sweater.
Black tights and ankle boots add warmth, while a crossbody bag keeps the look casual and modern.
The textures really stand out and give the outfit depth.

I am a big fan of mixing soft knits with leather in colder months.
The contrast makes the outfit feel interesting and a little edgy while still cozy.
It feels cute, confident, and perfect for casual days that still call for style.

Patterned Midi Skirt With Long Coat

This look pairs a patterned midi skirt with a cropped knit top and a long olive coat.
Black tights and chunky boots keep the outfit grounded and practical for cold sidewalks.
The flowing skirt adds movement while the coat brings warmth and structure.

I love how this outfit feels trendy without being overdone.
The longer coat balances the skirt length beautifully and keeps everything feeling polished.
It is an easy way to wear a statement skirt even when temperatures drop.

Knit Midi Skirt With Relaxed Sweater

This cozy indoor look features a ribbed knit midi skirt styled with a soft oversized sweater in a matching neutral tone.
Dark tights and loafers complete the outfit with a clean and comfortable finish.
The textures feel soft, warm, and very inviting.

I adore outfits like this for colder days when comfort is the top priority.
The matching knits make the look feel intentional and flattering instead of sloppy.
It proves that skirts can feel just as cozy as lounge wear when styled the right way.

Camel Coat With Dark Midi Skirt

This outfit features a warm camel coat layered over a cream knit sweater and a dark midi skirt.
The clean lines and soft fabrics give the whole look a timeless and elegant feel.
Paired with tights and boots, it feels polished but still very wearable.

I think this outfit works so well because the colors do all the work.
The neutral tones feel flattering and calm, especially in colder months.
It is the kind of look I reach for when I want to feel classy and comfortable at the same time.

Denim Midi Skirt With Puffer Vest Layers

This look mixes a casual denim midi skirt with a cozy sweatshirt and an olive puffer vest.
Black tights and lace up boots keep the outfit practical for chilly streets.
The layers make it feel relaxed and very everyday friendly.

I love outfits like this for busy days when comfort matters most.
The skirt keeps it feminine, while the vest adds warmth without bulk.
It feels casual, functional, and still cute enough for errands or long walks.

Mini Skirt With Scarf and Knee High Boots

This outfit combines a gray mini skirt with a rust colored sweater and a thick cream scarf.
Black tights and brown knee high boots add warmth and structure.
The mix of soft knits and tailored pieces makes the look feel balanced and cozy.

I am a big fan of how this outfit feels playful but still practical.
The scarf adds warmth and texture, while the skirt keeps it fun.
It feels perfect for crisp days when I still want a shorter skirt moment.

Minimal Knit With Classic Pencil Skirt

This outfit keeps things simple with a cream knit sweater and a dark pencil skirt.
The soft sweater slightly drapes over the skirt, creating a relaxed but polished silhouette.
Black tights and ankle boots finish the look cleanly.

I love how timeless this outfit feels without being boring.
The proportions are flattering and easy, which makes it a great everyday option.
It is proof that simple pieces can still look chic in cold weather.

Pleated Midi Skirt With Cozy Sweater

This look features a light knit sweater tucked into a beige pleated midi skirt.
The pleats add movement, while the sweater keeps everything soft and warm.
Black tights and boots ground the outfit nicely.

I really like how gentle and feminine this outfit feels.
The pleated skirt flows beautifully and works perfectly with a cozy top.
It feels like a go to outfit for days when I want comfort with a polished finish.

Dark Midi Skirt With Relaxed Neutral Knit

This outfit pairs a dark midi skirt with a soft neutral sweater for a clean and understated look.
The sweater sits loosely, giving the outfit an easy and relaxed feel.
Black tights and boots keep it practical for colder days.

I think this outfit works because it feels calm and effortless.
The neutral tones make it easy to style and wear on repeat.
It is one of those outfits that always feels right when I want something simple and flattering.

Hoodie Layered With Plaid Midi Skirt

This outfit mixes a cozy blue hoodie with a gray tailored coat and a plaid midi skirt.
Black tights and chunky lace up boots give the look a practical edge while keeping it grounded for cold days.
The layers feel relaxed and modern, with the plaid skirt adding just enough structure.

I really like how this outfit feels casual without looking sloppy.
The hoodie makes it approachable, and the skirt keeps it feminine.
It feels perfect for everyday walks when comfort matters but style still counts.

Leather Mini Skirt With Oversized Knit

This look features a black leather mini skirt paired with a soft oversized gray sweater.
Sheer tights and knee high boots add warmth and a sleek finish.
The textures play off each other beautifully, with soft knit against smooth leather.

I love how easy this outfit feels while still looking stylish.
The oversized sweater balances the shorter skirt so it feels confident, not revealing.
It is one of those outfits I reach for when I want cozy with a bit of edge.

Pleated Green Skirt With Tailored Coat

This outfit pairs a flowing green pleated midi skirt with a fitted black top and a warm camel coat.
Black tights and ankle boots keep the look polished and season appropriate.
The pleats add movement, while the coat brings structure.

I think this outfit feels effortlessly elegant.
The skirt moves beautifully when walking, and the coat ties everything together.
It feels like an outfit that works for both daytime plans and casual evenings.

Denim Midi Skirt With Cardigan and Sneakers

This outfit features a denim midi skirt with a front slit styled with a green top and a chunky beige cardigan.
Black tights and sneakers keep the look comfortable and practical.
The casual layers make it feel relaxed and very wearable.

I love how approachable this outfit feels.
The denim skirt keeps it grounded, and the sneakers make it perfect for long days out.
It proves that skirts can be just as comfortable as jeans in cold weather.

Dark Midi Skirt With Knit and Statement Coat

This look combines a dark midi skirt with a soft neutral sweater and a deep green long coat.
Black tights and ankle boots complete the outfit with a classic finish.
The coat adds richness and depth to the overall look.

I really like how polished this outfit feels without being stiff.
The sweater keeps it cozy, while the skirt and coat elevate it instantly.
It feels like a great option for days when I want to look put together with minimal effort.

Textured Knit With Sleek Pencil Skirt

This outfit pairs a chunky gray knit sweater with a sleek black pencil skirt.
Black tights and ankle boots keep the silhouette clean and streamlined.
The contrast between soft knit and fitted skirt feels modern and flattering.

I love how confident this outfit feels.
The pencil skirt shapes the look, while the sweater keeps it comfortable.
It is a great balance of cozy and chic for cold city days.

Minimal Sweater With Soft Midi Skirt

This outfit features a simple light sweater styled with a soft beige midi skirt.
Black tights and boots keep the look practical and understated.
The neutral tones give it a calm and timeless feel.

I think this outfit works because it feels effortless and flattering.
The soft skirt adds movement, while the sweater keeps things grounded.
It is one of those looks that feels easy to wear again and again.

Cozy Knit With a Satin Midi Skirt

This outfit pairs a soft beige chunky knit sweater with a rich green satin midi skirt that moves beautifully while walking.
The sweater has a relaxed fit with slightly dropped shoulders, while the silky skirt adds contrast with its subtle sheen.
Black ankle boots and a small structured shoulder bag finish the look in a simple, city-ready way.

I love how this outfit balances cozy and polished without trying too hard.
The knit keeps things warm and comfortable, while the satin skirt instantly elevates the whole vibe.
It feels effortless but still put together, which is exactly what I want from a cold weather skirt outfit.

Puffer Jacket With a Textured Midi Skirt

This look features a black oversized puffer jacket layered over a dark top and a textured charcoal midi skirt.
The skirt hits mid-calf and works perfectly with opaque tights and chunky lace-up boots.
Everything feels practical yet stylish, making it ideal for everyday winter errands.

What makes this outfit work is the contrast between the sporty jacket and the feminine skirt.
I really like how the volume of the puffer adds edge without overpowering the look.
It feels modern, warm, and very real life friendly.

Classic Coat With a Cable Knit Mini Skirt

A tailored grey coat is worn over a black top and a cream cable knit mini skirt.
A patterned scarf adds warmth and visual interest, while knee-high brown boots keep the look grounded.
The textures feel thoughtful and cozy without looking bulky.

This outfit feels timeless but still fresh.
I love how the knit skirt softens the structured coat and makes everything feel more wearable.
It is a great example of how skirts can still feel winter appropriate and chic.

Casual Sweater With a Corduroy Mini

This outfit combines an oversized cream sweater with a brown corduroy mini skirt.
Black tights and white sneakers give it a relaxed, everyday feel, while a simple shoulder bag keeps things practical.
The overall look is casual, cozy, and easy to wear.

What I like most here is how approachable the outfit feels.
The corduroy adds warmth and texture, while the sneakers make it perfect for long walks.
It proves that skirts can absolutely work for laid-back cold weather days.

Soft Cardigan With a Wrap Style Skirt

A deep green chunky cardigan is layered over a light knit top and a grey wrap skirt.
The skirt ties at the waist, creating a flattering shape, and brown ankle boots add warmth and balance.
The indoor lighting makes the whole outfit feel calm and inviting.

This look feels cozy in the best way.
I love how the wrap skirt adds shape without feeling restrictive.
It is the kind of outfit that feels comfortable all day but still looks thoughtfully styled.