How To Update Your Winter Looks With Skirt Outfits

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No matter the season, the skirt will always be relevant.

It’s easy to rely on your favorite cozy sweater and leggings combo during the six-plus months of snow and rain, but sometimes, switching up your winter outfits is exactly what you need to lift your mood. 

Steering clear from skirts during the winter months is a strategic way to stay warm. But, there is a way to subvert that idea.

Though it might appear to be difficult during the colder months to wear skirts, it requires intentional layering and thoughtful pieces. 

Winter Skirt Outfits

Unlike pants, skirts lend themselves to layering—with tights, a long coat, a turtleneck sweater you name it—so you can easily wear the same outfit in multiple temps from chilly to freezing colder temps.

Thanks to layers, let your personal style shine during the winter season. From a longer skirt to a mini – each style of skirt is easily worn for a chic winter look.

Scroll below for winter skirt outfits to be worn for this season. 

Mini Skirt

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @annabelpesant

Just because it’s cold outside doesn’t mean you can’t channel your inner femme fatale.

The pleated tennis skirt is a look of effortless comfort and adds a touch of sophistication- no matter the season.

This look pops if you go fully monochromatic, but it also works well with a neutral color. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @mmequeenb

Don’t be afraid to show some legs during the cooler months. 

Tights are your secret weapon when it comes to making the trend work in winter. 

With the right tights, socks, and long layers on top to compensate for the shorter skirt length, you can rock a mini all through the holiday season and into the new year. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @justine_va

Spice up a classic black mini skirt by picking tall boots to accompany the look.

Statement boots, a luxury bag, and a button-down or cardigan are just a few options that add flare to this winter skirt look.

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @linda.sza

An elevated approach to the tennis skirt trend is keeping the palette simple and adding a thick coat.

A pleated skirt practically begs to be worn with warming layers, which gives you a great opportunity to play up contrast.

Add a chunky knit and chic it-girl sneakers to the winter outfit. 

Midi/Maxi Skirt

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @iamjessicafay

There are few pieces that simply command attention in a way that a satin skirt does.

The mid-length hemline lends itself to boots and the sleek silhouette pairs beautifully with oversized sweaters.

A satin skirt is an essential cold-weather wardrobe piece. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @theindiaedit

The white satin skirt has an ethereal look. It is the perfect foundation for a winter white sartorial look.

The sumptuously smooth garment feels dressier than your average pair of jeans or pants, but still has enough versatility to be dressed up or down.

Pair with a white chunky sweater and boots for true winter inspiration. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @livia_auer

The shoulder-baring look is no longer strictly reserved for warmer weather.  

It might be gray skies outside, but your outfit will be full of cheer and warmth. Pair it with a midi skirt for the perfect winter date night outfit inspiration. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @selkolas

When it gets so cold that you don’t want to risk exposing any skin, it’s time to go the full column skirt route.

Besides being a statement piece, the long hemline will keep you protected from the elements while an oversized blazer and high boots or ankle boots add edge and a defined silhouette.

The versatile white skirt will take you from spring to winter to summer. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @alvasperle

Long maxi skirts are great for the wintertime because they offer maximum coverage. Plus, if you choose to wear black tights, it’s easy to conceal them under the full-length garment.

As for what to wear on top, the maxi skirt works great with everything from an oversize knit to a tight-fitting bodysuit ready for tucking.

To spice up the winter look, opt for a fun leopard print pattern for a bold winter skirt outfit. 

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @emitaz

Make the satin midi skirt seasonally appropriate with a turtleneck sweater and sneakers.

The skirt is a great way to provide movement and ease for the cold weather, with a timeless all-black look.  

winter skirt outfits, formal winter skirt outfits, winter skirt outfits with boots
Instagram @palinavii

Step outside of your comfort zone and add a long pleated skirt to your winter skirt repertoire. The pleated skirt is nothing short of iconic, and is a must in your winter wardrobe.

A tonal jacket adds an easy look to the midi length skirt.