When it’s cold outside, it’s easy to reach for your favorite pair of jeans every day. But, there’s no need to push your skirts to the back of your wardrobe completely. Skirts can be comfortable and warm in winter too.

Below, you’ll find lots of inspiration on how to style your skirts for winter weather so you can still wear your favorite skirts without freezing.

How to choose skirts for winter

First, is there a difference between a winter skirt and a summer skirt?

Winter skirts are usually made of a thicker material, which makes them more comfortable for winter.

A winter skirt will usually also have some lining if the outer material isn’t that thick.

Below are some of our best tips and outfit inspiration when it comes to choosing the right skirt to wear for winter and what to wear with it.

Invest in a pair of opaque tights to wear with your winter skirt outfits

Opaque tights really are your best friend when it comes to wearing skirts during the winter months. Choose a pair that are at least 80 denier and look out for thermal or fleece-lined tights for extra warmth.

For more inspiration read our article on how to wear tights.

pink coat and asymmetric skirt outfit | 40plusstyle.com

Dawn Levy Colette Crystal-Embellished Wool CoatSplendid Avril Cotton Buttoned ShirtA.L.C. Virgin Wool-Blend Draped Midi-SkirtDV Dolce Vita Temecula LoaferCommando Ultimate Opaque Matte TightsTory Burch Eleanor Logo Hoop Earrings

Melissa wears a blue blazer and mini skirt | 40plusstyle.com

Melissa @melissabultburns above chooses a mini skirt or skort with her opaque tights and boots.

Get her look with this similar blazer, sweater, tweed skirt, tights, boots and handbag.

don’t forget your warm accessories

It’s important to take your warmth where you can get it when thinking about the best way to wear winter skirts for women. Add accessories such as a wool hat, a chunky scarf and a pair of leather or suede gloves as the finishing touches to your outfit.

Cropped wool jacket and wool skirt outfit | 40plusstyle.com

Mercer Collective Marisa Cropped Wool JacketTheory Cashmere Rib-Knit Cropped Turtleneck SweaterEileen Fisher Merino Wool SkirtAerosoles Binocular Knee High BootLongchamp Large Le Pliage Recycled Canvas Shoulder ToteLisianthus Classic Felt FedoraAchillea Large Pashmina Scarf

Choose a pair of long boots

A pair of knee-high, or even thigh-high boots, worn over your opaque tights (of course) will help to keep your lower legs warm, making this the perfect combination when thinking about winter outfits with skirts.

Look out for a pair which are insulated or fleece or faux fur lined if you want to make sure you stay cozy. You can even wear a pair of socks over your tights and under your boots to add an extra, unseen, layer.

Sweater and winter skirt outfit | 40plusstyle.com

Reiss Deo Wool-Blend SweaterRails Diana Alpaca Blend Sweater SkirtNaturalizer Brent Knee High BootsLongchamp Large Le Pliage Recycled Canvas Shoulder ToteDean Davidson Reign Dulcet Drop Earrings

Check out our list of the best boots to wear in winter.

Winter skirt outfits - how to style your skirts in colder weather | 40plusstyle.com

Claudia @glamupyourlifestyle above (read her style interview here) stays cozy in a sweater and long boots with her winter skirt.

Steal her look with this similar sweater (another option here), skirt, high boots and handbag.

combine with a blazer

A blazer always adds a touch of polish to any outfit. And, for winter it can add an extra layer of warmth, and you can wear your blazer indoors. You can always add a long coat over the top if you will get cold while getting to your destination.

Blazer and skirt outfit | 40plusstyle.com

J.Crew Willa BlazerSplendid Avril Cotton Buttoned ShirtAzeeza Sheridan Pleated Silk Midi-SkirtTory Burch Eleanor Pavé PumpsCommando Ultimate Opaque Matte TightsComeon Velour Evening ClutchAlexis Bittar Lucite® Crescent Pendant Necklace Alexis Bittar

Choose a warm material

If you run the risk of the bottom half of your outfit being a bit chilly, then make sure you keep your upper body warm. Choose a warm sweater to minimize any coldness from the rest of your outfit. Opt for a winter-ready material such as wool, which has insulating properties to trap in some heat. Make sure your skirt material is also warm so you’re cozy from top to toe.

Sweater and winter skirt outfit | 40plusstyle.com

Vince Funnel Neck Cashmere SweaterRails Diana Alpaca Blend Sweater SkirtSteve Madden Eiffel Ankle BootRebecca Minkoff Edie Quilted Leather Shoulder BagTory Burch Kira Pearl Double-Chain Necklace

Nancy wears a pleated skirt and sweater | 40plusstyle.com

Nancy @nancysstyle above (read her style interview here) opts for a warm maxi skirt and boots to stay cold-weather ready.

Recreate her outfit with this similar top, skirt (another option here), boots and necklace.

Opt for a winter long skirt

While you may think about a long, floaty maxi skirt worn with a pair of sandals for summer, you can wear a maxi skirt in winter too.

If you choose a long skirt you can wear a pair of warm leggings and your boots underneath.

Sweater and skirt outfit | 40plusstyle.com

Generation Love Jake Merino Wool Sweaterchouyatou A-Line Swing Maxi Wool SkirtBetsey Johnson Cady Ankle BootComeon Velour Evening ClutchDean Davidson Reign Dulcet Drop Earrings

Opt for or a thick material

Or, think about a thick material that will protect you from windy weather. Leather, denim and corduroy will all help to protect you from the elements while looking stylish.

Sweater and faux leather skirt outfit | 40plusstyle.com

COS Mouliné Wool Turtleneck SweaterProenza Schouler White Label Faux Leather Pleated Midi-SkirtAerosoles Binocular Knee High BootMarc Jacobs The St. Marc Chain WalletTory Burch Eleanor Logo Hoop Earrings

Kimba in a sweater and skirt | 40plusstyle.com

Kimba @kimbalikes above opts for a sweater skirt and adds a pop of color to her neutral outfit with her bag.

Check out this similar sweater (another option here and a similar set here), long sleeve top, skirt, boots, handbag and headband.

Wear a sweater with an evening skirt

If you’re lucky enough to be heading out for dinner at the moment, or even if you just want to dress up a little at home for party season, you don’t have to wear a flimsy blouse with your formal skirt. Instead, make sure you stay warm and stylish.

Sweater and sequin skirt outfit | 40plusstyle.com

Theory Cashmere Rib-Knit Cropped Turtleneck SweaterAlice + Olivia Maeve Sequined Slip SkirtTory Burch Eleanor Pavé PumpsMarc Jacobs The St. Marc Chain WalletTory Burch Eleanor Logo Hoop Earrings

Wear a long coat over the top

If you are losing a bit of heat from your legs, then wearing a long coat can be a bit like taking a blanket out with you. Wrap up in your coat and you can keep off the wind and lower the chill factor.

Long coat and asymmetric skirt outfit | 40plusstyle.com

Sam Edelman Belted Double-Breasted CoatSplendid Avril Cotton Buttoned ShirtA.L.C. Wayland Pleated Draped Midi-SkirtNaturalizer Brent Knee High BootsRebecca Minkoff Edie Quilted Leather Shoulder BagEURKEA Wool ScarfDean Davidson Reign Dulcet Drop Earrings

Carmen in a red sequin skirt outfit | 40plusstyle.com

Carmen @carmen_gimeno above teams a sweater and warm coat with her sequin skirt.

Recreate her outfit with this similar sweater, coat, skirt, boots and handbag.

Your winter skirts outfits together in one capsule

Below, you can see the outfits from above together in one capsule, so you can think about how you could mix and match to create different outfits.

Do you usually wear your skirts for winter? How do you style them?

Winter skirt outfits | 40plusstyle.com

Continue reading:

  1. How To Look Fashionable In Winter – Which Of These 11 Ways Do You Use?
  2. The Best Pants And Skirts To Fit And Hide Your Belly
  3. Warm Winter Dresses To Keep You Cozy And Stylish No Matter What The Weather

shop the best winter skirts here:

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Winter skirt outfits - how to style your skirts in colder weather | 40plusstyle.com

Feature image by Claudia @glamupyourlifestyle


Sylvia is 40+style’s editor-in-chief and has been helping women find their unique style since 2011. An alumni of the School of Color and Design, she is devoted to empowering women of any age to look and feel their best. Read more about Sylvia and 40+style on this page.

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