This post shows you the best Winter Long Skirt Outfit Ideas.
Who says skirts are just for spring and summer? Long skirts in winter are a total style win—they’re cozy, chic, and surprisingly versatile.
Whether you’re layering with chunky knits or pairing with tall boots, there are so many ways to make a long skirt work in cold weather. From casual coffee runs to dressed-up holiday vibes, we’ve got outfit ideas that’ll keep you warm and stylish.
Ready to give your winter wardrobe a twirl? Let’s get into it!
15 Winter Long Skirt Outfit Ideas
1. Gray Off Shoulder Knit Pullover Sweater, Long Black Long Skirt And Black Knee High Boots
This outfit brings cozy and chic together like a winter romance novel. The off-shoulder gray sweater adds just the right touch of flirty warmth. Paired with a classic black long skirt, it’s giving “effortless elegance” with every step. Those black knee-high boots?
Total power move. Add a bold lip and you’re winter-ready with serious style points.
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2. Oversized Burgundy Mohair Blend Sweater, Burgundy Satin Long Skirt, And Black Pointed Booties
Matching tones, but make it luxe! The mohair blend sweater feels like a warm hug, while the satin skirt brings a silky edge to your winter vibes. Burgundy on burgundy? We love a monochrome moment.
Top it off with sleek black pointed booties and you’re turning sidewalks into runways. Cozy and dramatic—what more could a winter queen want?
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3. Gray Wool Blend Turtleneck Sweater, Black Leather Long Skirt And White Square Open Toe Block Heels Mules
This outfit is basically what happens when cozy meets edgy. The soft gray turtleneck keeps you toasty, while the black leather skirt says, “I’m here to slay.” White block-heeled mules bring a modern twist—even if you’re just strutting through the office or grabbing a fancy latte.
It’s giving city chic with a little rebel energy. Add a bold bag and you’re golden!
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4. Black Blazer, Dark Gray Cable Cardigan, Black Midi Long Skirt And Black Pointed Booties
Business meets winter layering goals in this smart and stylish look. The black blazer adds structure, while the chunky gray cable cardigan brings major comfort vibes.
A black midi skirt keeps it sleek, and pointed booties add that “boss mode” finish. It’s perfect for when you want to look like you have your life (and outfit) together. Warm, polished, and ready to conquer the day!
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5. Black Oversized Blazer, White T Shirt, Leopard Print Long Skirt And Black Boots
A little bit wild, a little bit classic—this outfit has range. The oversized blazer and white tee combo keeps things effortlessly cool. Enter the leopard print skirt for that bold statement we didn’t know we needed.
Finish with black boots and boom—winter street style unlocked. Perfect for brunch or bossing up your errands.
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6. Black Long Coat, White Wool Shawl, Black Oversized Sweater, Zebra Print Pencil Skirt, Black Slingback Heels
Animal print but make it classy! The zebra pencil skirt adds a wild twist to this otherwise sleek black-and-white ensemble. That oversized sweater and long coat combo? Cozy meets couture.
Toss on a soft white wool shawl and black slingback heels for a dramatic finish. You’ll look like you just stepped off a fashion week street style blog.
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7. White T Shirt, Gray Wool Sweater, Blue Denim Long Front Slit Skirt And White Sneakers
Casual doesn’t have to mean boring, and this look proves it. The layering of a white tee under a gray wool sweater is timelessly cool. Add in that blue denim skirt with a front slit and things get interesting real quick.
Top it off with white sneakers for an easy-going, stylish vibe. Perfect for chilly coffee runs or weekend strolls.
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8. Cream Quilted Bomber Jacket, White Cami Tank Top, Blue Long Front Slit Skirt And Brown Leather Boots
This look is the definition of winter layering done right. The quilted bomber keeps you snug while the cami adds a light touch underneath.
That front-slit denim skirt brings movement and style, making it anything but basic. Brown leather boots ground the look with earthy vibes. It’s cozy, cool, and totally weekend-worthy.
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9. Gray Fleece Bomber Jacket, Gray Cami Tank Top, White Denim Long Skirt And Adidas Response CL Shoes
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Athleisure lovers, this one’s for you! The soft fleece bomber and cami duo is all about low-key comfort. Paired with a crisp white denim skirt, it’s giving sporty but stylish.
Add those Adidas sneakers and you’re ready to walk the city like it’s your runway. Winter errands just got a style upgrade.
10. Black Trench Coat, Black Turtleneck Sweater, Black Pinstripe Long Skirt And Black Knee High Boots
All black, everything—and it’s giving major boss energy. The trench coat and turtleneck create a sleek silhouette, perfect for those moody winter days.
The pinstripe skirt adds just enough detail to keep things sharp and elevated. And those knee-high boots? Icon behavior. It’s the ultimate “don’t mess with me” winter look.
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11. Khaki Blazer, White T Shirt, Khaki Long Skirt And Adidas Tokyo Sneakers
Neutral tones, meet sporty chic! The khaki blazer and skirt create a streamlined, polished look that’s oh-so-easy to wear. A white tee keeps it casual and crisp. The real twist?
Those Adidas Tokyo sneakers give it that fashion-forward, comfy twist. Equal parts smart and playful—yes, please!
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12. Cream Knit Cardigan, Black Turtleneck Sweater, Leopard Print Long Skirt And Black Stomper Boots
This outfit is cozy with a wild side! The cream knit cardigan softens things up, while the black turtleneck keeps it cool and classic. Add a leopard print skirt and you’re suddenly the main character.
Finish with stomper boots for that tough-girl touch. It’s cozy, cool, and fierce all at once.
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13. Denim Button Down Jacket, Cream Sweater, Black Leather Maxi Skirt And Black Boots
When denim meets leather, it’s a fashion match made in heaven. The cream sweater adds warmth, while the black leather maxi skirt brings all the edge.
Top it with a denim jacket and you’ve got the perfect layered look. Black boots ground it in winter-ready style. It’s effortlessly cool and 100% Instagrammable.
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14. Cream Knit Sweater, Brown Plaid Long Skirt And White Sneakers
This is giving “cottagecore goes downtown” vibes in the best way. The cream sweater is snuggly and sweet, and the plaid skirt brings a vintage charm. White sneakers add a touch of modern street style.
It’s cozy, classic, and perfect for grabbing hot cocoa or wandering a holiday market. Basically, it’s a wearable warm hug.
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15. Cream Knit Sweater, Green Pleated Satin Long Skirt And Pink Boots
A little whimsy, a lot of style! The cream knit sweater balances the drama of that lush green pleated satin skirt. Pink boots? Yes, we’re obsessed. It’s playful, bold, and makes a seriously fun statement.
This is the kind of outfit that turns heads and lifts moods.
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