How to Wear Skirt in Winter: 15 Best Outfit Ideas

how to wear skirt in winter

Can you wear skirts in the winter? To answer that question, I try to answer it with two different types of response. The first type is skirt outfit ideas that actually look good and will keep you warm, while the second type is outfits that looks stunning when wintertime comes but only for those who are not afraid of the cold. I love the idea of wearing skirts in the winter, compared to just wearing boring and dark clothes all the time. Let’s check out some of my favorite ideas now.

High Waisted Royal Blue Skirt & Black Leather Jacket

winter royal blue skirt black leather jacket

Let’s start with one that uses a stunning color in royal blue. Simply wear a grey top with a high waisted royal blue skirt and a black leather jacket. Pair the outfit with royal blue heels. The fact that the skirt and the shoes has the exact same bright color makes the outfit look so unique and eye catching. By the way, if you are a fan of the bright blue color, check out our other blog post on how to wear royal blue.

Wear a White Midi Pencil Skirt in Winter

white midi pencil skirt black fleece coat in winter

When I have to imagine an outfit that can match the snow perfectly, this outfit is probably it. You can wear a blue and white striped shirt with a black wool jacket. For the bottom, wear a white midi pencil skirt, black leggings and knee high leather boots. Complete this dreamy outfit with white fur hat.

Wear Black Mini Skirt with Long Trench Coat in Winter

black mini skirt long trench coat scarf

When it comes to wearing skirt in winter, this outfit is probably one of the most classic one. The outfit consists of a white sweater, a long grey trench coat, a black mini skirt and knee high leather boots. Wear the black stockings to keep you warmer.

Black Knit Sweater & Mini Flare Skirt

black knit sweater mini skirt leggings boots

This is one of those outfit ideas I mentioned earlier that they look beautiful in the winter but don’t really keep you that warm. Having said that, you can always wear a long trench coat with it, but that would somewhat becomes another outfit idea. Back to this outfit, you can simply wear a black slim fit knit sweater with a black flare mini skirt. Complete the look with stockings and black ankle boots. If you are not afraid of the cold, I bet you will look attractive wearing this in the winter.

High Waisted Mini Flare Skirt & Knee High Boots

high waisted mini flare skirt in winter

As another beautiful-over-function winter outfit, you can wear a black and white top with a black, high waisted mini flare skirt. Pair them with a beige leather jacket and black knee high boots. You can really stand out with this while other people are wearing in clunky ways in the winter.

White Flare Skirt with Black Leather Jacket & Leggings

white flare skirt black leggings boots

This outfit consists of the darkness in the leather jacket and the cuteness in the floral top. Add some layers by wearing a white flare skirt, leggings and black leather ankle boots. This is a less common way to wear the black leather jacket. Try this and not look so dark all the time when wintertime comes.

Black Leather Mini Skirt, Leggings & Blazer in Winter

black leather mini skirt leggings blazer boots

As a both beautiful and functional winter outfit, you can wear a slim fit cream knit sweater with a black blazer, a black leather mini skirt, leggings and ankle boots. Add a little bit of cute element by wearing a polka dot scarf.

Grey Mini Skirt & Long Navy Cardigan

grey mini skirt long navy cardigan knit hat

This outfit idea is a good demonstration of using the black, grey and navy color combination. The colors simply express a cold, snowy, greyish winter-like feeling. Simply wear a grey slim fit sweater, a grey mini skirt, leggings and black ankle boots. Pair these pieces with two navy blue items in the long cardigan and the knit hat.

Fleece Knee Length Skirt & Wool Trench Coat

fleece skirt grey wool trench coat

As a more unique and creative outfit, simply wear a knee length fleece skirt with an oversized grey wool trench coat. Again, you can complete the outfit in a clean fashion by wearing the black leggings and the ankle boots.

Oversized Knit Sweater with Black Pencil Skirt

oversized knit sweater black skirt ankle boots

For a minimal winter outfit, you can wear a grey, oversized, high neck comfy knit sweater with a black pencil skirt. Pair with black leather ankle boots to complete this clean and chic look.

Twirly Frill Skirt with Blazer

twirly frill skirt blazer black stockings

Occasionally, you may want to dress girly and fun to balance out the greyish winter days. You can wear all white with the white top, the blazer and the twirly frill skirt. Interestingly make it all black at the bottom by wearing black leggings and leather boots.

White Knit Sweater & Black Leather Mini Skirt

white knit sweater black leather mini skirt in winter

This is another outfit that keeps things simple yet unbelievably refreshing looking in the winter. Wear a white knit sweater with black leather mini skirt and black ankle boots. That’s it. Simple but good.

Blue Polka Dot Maxi Skirt & Ankle Boots

blue polka dot maxi skirt white sweater

Of course, if you want to wear a skirt in the winter, a maxi skirt is such a logical choice. Wear a white blouse with a grey cardigan for the top. Pair them with a polka maxi skirt and brown ankle boots. This is such a beautiful winter outfit that can actually keep you warm.

Oversized Wool Coat with Mini Denim Skirt

wool coat mini denim skirt winter

For a stylish look, simply wear a white tee and a denim mini skirt with an oversized wool coat. For the shoes, ankle boots are perfect.

Chiffon Pleaded Skirt & Knee High Leather Boots


As a refreshing and unique winter look you can wear a chiffon pleaded skirt with the grey high neck sweater. Pair them with black knee high leather boots.

So, here are the list of some of my favorite ways to wear skirt in winter. Don’t be afraid because of how skirt and winter don’t logically sound right together. Go ahead and try some of them and bring some energy with your outfit when wintertime comes.