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Winter Outfits

11 Long Skirt Outfits for Winter That Look So Chic

Eleven real long skirt outfits for winter, with chunky sweaters, coats, boots and even sneakers.

By How Do You Fashion · Updated · 6 min read

11 Long Skirt Outfits for Winter That Look So Chic, three real outfit photos

Long skirts are one of the best kept secrets of winter dressing. They cover your legs, they feel softer than jeans, and they look instantly elegant with a sweater and boots.

Here are 11 real long skirt outfits from Instagram. You will find pleated, denim, satin, plaid and tiered maxi skirts, worn with chunky knits, long coats, boots and even sneakers.

🎨 Long skirt colors that work in winter

Cream
Soft and bright with any sweater.
Camel
Warm and classic with brown boots.
Denim blue
Casual and easy with knits.
Deep teal
Rich jewel tone for the holidays.
Blush pink
Pretty with red or cream tops.

1. Plaid Pleated Maxi and Long Black Coat

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A post shared by @theoutfitgem (@theoutfitgem)

📸 Look by @theoutfitgem

A plaid pleated maxi skirt with a black turtleneck and a long black coat. Very polished for cold days.

The long coat and long skirt create a sleek line. Plaid adds warmth and a cozy holiday feel.

🛍️ Get the look

  1. Choose a plaid pleated maxi skirt
  2. Wear a black turtleneck
  3. Add a long black coat and boots
W h
Work or holiday shopping
S h
Black boots
L e
Easy
V i
Polished

2. Green Sweater and Denim Maxi Skirt

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A post shared by @yashaswii.i (@yashaswii.i)

📸 Look by @yashaswii.i

A bright green sweater with a long denim skirt, sunglasses and a white crossbody bag.

A denim maxi is more relaxed than a dressy skirt. The bold green sweater makes the outfit happy and fresh.

🛍️ Get the look

  1. Wear a long denim skirt
  2. Add a sweater in a bold color
  3. Keep accessories light and simple
W h
Weekend errands
S h
Sneakers or boots
L e
Easy
V i
Casual

3. Black Vest and Champagne Silk Maxi

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A post shared by @tabiaceja (@tabiaceja)

📸 Look by @tabiaceja

A black fitted vest top with a champagne silk maxi skirt and black sandals. Neutral and very elegant.

A silk skirt with a simple black top looks dressy without trying hard. In winter, swap the sandals for boots and add a long coat.

🛍️ Get the look

  1. Pick a silk or satin maxi skirt
  2. Wear a fitted black top or vest
  3. Add a long coat and boots for cold days
W h
Dinner or holiday party
S h
Heels or boots
L e
Easy
V i
Elegant

4. Striped Sweater and White Tiered Maxi

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A post shared by @cayananceline (@cayananceline)

📸 Look by @cayananceline

A gray striped sweater with a white tiered maxi skirt, walking through the snow.

A white skirt in winter looks so fresh. The cozy striped sweater keeps it relaxed and easy.

🛍️ Get the look

  1. Choose a white tiered or ruffle maxi
  2. Add a chunky striped sweater
  3. Wear warm boots under the skirt
W h
Snow days and walks
S h
Snow boots
L e
Easy
V i
Soft and cozy

5. Black Sweater, White Skirt and Tall Boots

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A post shared by @elenalenakkk (@elenalenakkk)

📸 Look by @elenalenakkk

A black sweater with a full white long skirt, black knee boots and a light blue bag.

Black and white is always chic. Tall boots peeking out from a long skirt look so pretty in winter.

🛍️ Get the look

  1. Pick a full white skirt
  2. Wear a fitted black sweater
  3. Add tall black boots
W h
City outings
S h
Tall black boots
L e
Easy
V i
Classic

6. Tan Vest and Pink Pleated Maxi

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A post shared by @wearlikewow (@wearlikewow)

📸 Look by @wearlikewow

A tan button vest with a bright pink pleated maxi skirt and a small bag. Bold and feminine.

A bright skirt makes a simple top look special. A pleated skirt moves nicely when you walk.

🛍️ Get the look

  1. Pick a bold pleated maxi skirt
  2. Add a fitted vest or knit top
  3. Keep the rest neutral
W h
Brunch or office
S h
Flats or boots
L e
Easy
V i
Bold

7. Camel Trench and Button Maxi Skirt

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A post shared by @aimeesong (@aimeesong)

📸 Look by @aimeesong

A tan button front maxi skirt with a green knit, a camel trench coat and tall brown boots.

Matching your skirt to your coat makes the outfit look expensive. The green knit adds a soft pop of color.

🛍️ Get the look

  1. Pick a long button front skirt
  2. Add a coat in a similar shade
  3. Finish with tall brown boots
W h
City days
S h
Tall brown boots
L e
Medium
V i
Expensive look

8. Belted Plaid Shirt and Cream Pleated Skirt

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A post shared by @shhtephs (@shhtephs)

📸 Look by @shhtephs

A plaid shirt belted at the waist over a cream pleated maxi skirt, with chunky black boots.

The belt shapes the shirt and the chunky boots give the soft skirt a cool edge.

🛍️ Get the look

  1. Wear a plaid shirt or flannel
  2. Add a wide belt at the waist
  3. Choose a cream pleated skirt and chunky boots
W h
Casual outings
S h
Combat boots
L e
Easy
V i
Cool and edgy

9. Snakeskin Jacket and Sage Slip Skirt

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A post shared by @itsmekellieb (@itsmekellieb)

📸 Look by @itsmekellieb

A snakeskin print jacket over a black top with a sage green slip skirt and black slides.

A print jacket makes a slip skirt feel more casual and fun. For winter, swap the slides for ankle boots.

🛍️ Get the look

  1. Pick a satin slip skirt
  2. Add a print jacket or blazer
  3. Wear ankle boots when it is cold
W h
Shopping or lunch
S h
Ankle boots
L e
Medium
V i
Fun and bold

10. Teal Sweater and Teal Pleated Skirt

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A post shared by @dolcecurvy (@dolcecurvy)

📸 Look by @dolcecurvy

A teal V neck sweater with a matching teal pleated maxi skirt and white sneakers.

Wearing one color from top to bottom looks so put together. Sneakers make the pleated skirt easy for walking.

🛍️ Get the look

  1. Match your sweater to your skirt
  2. Choose a pleated maxi skirt
  3. Add clean white sneakers
W h
Busy days
S h
White sneakers
L e
Easy
V i
Comfy chic

11. Red Sweater and Pink Satin Skirt

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A post shared by @himichelleli (@himichelleli)

📸 Look by @himichelleli

A fluffy red sweater with a pink satin maxi skirt and sneakers. Playful and perfect for the holidays.

Red and pink together feel fun and festive. Sneakers keep the satin skirt from looking too dressy.

🛍️ Get the look

  1. Pick a fluffy red sweater
  2. Wear a pink satin maxi skirt
  3. Add sneakers and a small bag
W h
Holiday outings
S h
Sneakers
L e
Easy
V i
Playful

Long skirt with boots vs. sneakers

Both are great for winter. It depends on how dressy you want to look.

With boots

  • Looks more polished and warm
  • Great with plaid, wool and satin skirts
  • Best for work, dinners and the holidays

With sneakers

  • Looks casual and modern
  • Great with pleated and denim skirts
  • Best for busy days and lots of walking

How to stay warm in a long skirt

Wear fleece lined tights or leggings under the skirt. Add tall boots and a long coat, and pick thicker fabrics like wool, denim or knit.

What top to wear with a long skirt

Tuck a sweater into the waist, or wear a short sweater so your waist still shows. Turtlenecks, chunky knits and fitted tops all work.

💡 Quick tip

If a long skirt makes you feel short, pick boots with a small heel and tuck your top in to show your waist.

How to build a long skirt outfit for winter

  • Pick your skirt: pleated, denim, satin or plaid
  • Add a warm sweater or turtleneck
  • Wear tights or leggings underneath
  • Choose boots or sneakers
  • Add a long coat when it gets cold

Long Skirt Outfits for Winter FAQ

Can you wear a long skirt in winter?

Yes. Wear tights or leggings underneath, add boots and a warm coat, and a long skirt can be warmer than you think.

What shoes go with a long skirt in winter?

Ankle boots, tall boots and sneakers all work. Tall boots look the most polished, and sneakers feel the most casual.

What jacket goes with a long skirt?

A long coat looks sleek, while a short jacket or blazer shows more of the skirt. Both look great.

Are long skirts in style this winter?

Yes. Pleated, denim and satin maxi skirts are everywhere this season.

Try a long skirt this winter

Long skirts are cozy, easy and so elegant. Start with a sweater and boots, then try satin or plaid for the holidays. Save this post for your next cold morning.

More skirt ideas: satin skirt outfits and plaid skirt outfits. Need a layer on top? See these winter blazer outfits and knee high boots outfits.