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This post is all about plaid skirt outfits.

Plaid skirt outfits are perfect for fall. They are one of those clothing items that can easily be styled and worn year-round making it a very versatile clothing item to have in your wardrobe. With fall quickly approaching I thought now is the time to start thinking about our fall wardrobe.
Plaid skirt outfits are perfect for work and everyday wear. So, if you have been looking for some plaid skirt outfits or fall outfit ideas then these 15 fall skirt outfits are definitely worth checking out.
Your go-to guide to plaid skirt outfits.
Stylish Plaid Skirt Outfits: 15 Plaid Skirts And How To Style Them
1. Polo Ralph Lauren Mini Skirt

Buy Here: Polo Ralph Lauren Green Plaid Skirt
This Polo Ralph Lauren mini skirt is perfect for fall and winter outfits. You can style this green plaid skirt with some black tights, a black long sleeve top and some pointed knee-high boots. Layer on a long black coat for extra warmth.
This would be the perfect outfit to wear to Thanksgiving dinner or holiday get-togethers.
Shop The Look:
- Top: Skims Long Sleeve Tee
- Black Tights: HUE Opaque Tights
- Knee-High Boots: Sam Edelman Sylvia Boots
- Long Coat: Ted Baker Coat
2. Ookie & Lala High Waisted Skirt
Buy Here: Ookie & Lala Maxi Skirt
If you are looking for a sophisticated long plaid skirt outfit then you can’t go wrong with a neutral plaid skirt. This Ookie & Lala maxi skirt is perfect for church outfits and work outfits. The length and fit makes this skirt perfect for more formal settings.
You can style a maxi skirt with a long sleeve top or a slouchy sweater. Oxford shoes, loafers and boots would look great with this outfit.
Shop The Look:
- Sweater: Madewell Crewneck Sweater
- Loafers: Tory Burch Lug Loafers
{Related Post: Timeless Fall Capsule Wardrobe Essentials}
3. The Attico Midi Skirt

Buy Here: The Attico Plaid Pleated Skirt
This Attico pleated skirt is another great skirt option for fall and winter. You can style a long pleated skirt with a crewneck sweater and knee-high boots. A form-fitting long sleeve top would also look great with this skirt.
This would be a great outfit for work or more formal settings.
Shop The Look:
- Sweater: Edikted Oversized Sweater
- Boots: Sam Edelman Sylvia Boots
4. BDG Sheer Midi Skirt
Looking for a spring or summer plaid skirt outfit? A lightweight skirt like this BDG midi skirt is a must for hot days. Style your skirt with a simple tee and some oxford shoes for a cute edgy summer look. Sandals and flats would also look great with this summer outfit.
Shop The Look:
- T-shirt: Skims T-shirt
- Oxford Shoes: Dr. Martens 8053 Oxford Shoes
5. Acne Studios Mini Skirt

Buy Here: Acne Studios Mini Plaid Skirt
This Acne Studios mini skirt is the perfect skirt for going out with friends, date night or concerts. You can style a mini skirt with a form-fitting cardigan and some knee-high or thigh-high boots for a fun night out look.
Shop The Look:
- Cardigan: Princess Polly Cardigan
- Knee-High Boots: Femme LA Knee-High Boots
6. Glamorous Mini Skirt
Buy Here: Glamorous Tailored Skirt
If you are looking for more of a grunge or rocker look then this outfit is for you. Style a mini skirt like this Glamorous skirt with a band tee and some chunky boots.
This look is perfect for casual everyday wear, college and concerts. I personally wore a version of this outfit all the time when I was in college and loved it.
Shop The Look:
- Band Tee: Philcos Rolling Stones Tee
- Boots: Dr. Martens Jadon Platform Boots
{Related Post: Mini Black Skirt Outfit Ideas For Every Season}
7. Akira Pleated Mini Skirt

This Akira skirt is perfect for concerts and festivals. You can style a mini skirt like this one with a simple form-fitting tee or long sleeve shirt and some knee-high boots.
This is a great plaid skirt option for anyone who loves more of an alternative look.
Shop The Look:
- T-shirt: Skims T-shirt
- Knee-High Boots: Femme LA Knee-High Boots
8. Dolan Left Coast Maxi Skirt
Buy Here: Dolan Left Coast Long Skirt
Looking for a skirt you can wear in multiple different ways? This Dolan maxi skirt is a really versatile option. In the spring and summer you can style it with a cropped tank and come chunky sandals.
Shop The Look:
- Tank: Skims Halter Top
- Sandals: Tony Bianco Jagger Sandals
For fall and winter you could style this maxi plaid skirt with a simple top, a cropped leather jacket, and some chunky boots for a super edgy look.
Shop The Look:
- T-shirt: Skims T-shirt
- Leather Jacket: AllSaints Leather Biker Jacket
- Boots: Dr. Martens Jadon Platform Boots
{Related Post: Goth Office Clothes Must Haves}
9. ASTR The Label Brown Plaid Skirt
Buy Here: ASTR The Label Wrap Skirt
Are you looking for an all brown monochromatic outfit for fall? Style a brown plaid skirt like this ASTR The Label skirt with a sweater or cardigan in a similar shade. This particular skirt has a few different shades of brown so picking a shade to match it is really easy.
Flats, oxford shoes, and boots would look great with this outfit. For a true monochromatic outfit go for a pair of brown boots in a matching shade.
The brown tones of this outfit make it perfect for fall.
Shop The Look:
- Sweater: Pilcro Mock Neck Sweater
- Boots: Jeffrey Campbell Boots
10. Joe’s Jeans Midi Skirt
If you are looking for more of a 90s plaid skirt outfit for fall and winter then try styling a midi skirt with some black knee-high boots, a long sleeve button down shirt and a vest layered on top. This outfit gives major 90s vibes.
A simple long sleeve top, mock neck top or turtleneck top would also work well with this outfit if you don’t like button down shirts.
This look would be great for casual everyday wear and casual settings.
Shop The Look:
- Button Down Shirt: Lauren Ralph Lauren Button Down Shirt
- Vest: ASTR The Label V-Neck Vest
- Knee-high Boots: Sam Edelman Sylvia Boots
{Related Post: Chic Leather Jacket Outfit Ideas That Will Have You Looking Stylish}
11. R13 Plaid Mini Skirt

If you are going for more of a dark academia look for fall and winter then consider styling a mini skirt like this R13 mini kilt skirt with a black mock neck or turtleneck top and an oversized black cardigan.
Chunky boots, oxford shoes, Mary Janes and knee-high boots would look great with this outfit. This outfit would be great for any casual setting and everyday wear.
Shop The Look:
- Turtleneck Top: EDIKTED Ribbed Turtleneck Top
- Cardigan: EDIKTED Oversized Cardigan
- Mary Jane Shoes: Dr. Martens 8065 Mary Jane Shoes
12. French Connection Skirt
Buy Here: French Connection Gray Mini Skirt
For a super cute preppy look for fall you can’t go wrong with this gray plaid skirt by French Connection. Style it with a white mock neck top and black knee-high boots. You can layer on a cardigan or long coat for extra warmth and style.
I love how gray and white looks together, however you can also go for a black top or a gray top for a monochromatic gray look for fall.
Shop The Look:
- Mock Neck Top: Cotton On 90s Mock Neck Top
- Knee-High Boots: Tony Bianco Quest Boots
- Coat: Lauren Ralph Lauren Wool Blend Coat
{Related Post: Cozy Outfits For Fall And Winter}
13. Avec Les Filles Micro Skort
Buy Here: Avec Les Filles Wrap Micro Skort
Another 90s grunge casual everyday look you could try for fall is styling a mini skort with a band tee and a denim jacket. Chunky boots would complete this look perfectly.
You can add a belt to help break up the look a little bit.
Shop The Look:
- Denim Jacket: Levi’s 90s Trucker Jacket
- Band Tee: Philcos Blondie Boxy Tee
- Boots: Dr. Martens Jadon Platform Boots
14. Free People Emberwood Plaid Maxi Skirt
Buy Here: Free People Maxi Skirt
Wondering how to style a plaid skirt with a leather jacket? This plaid skirt from Free People would look great with a cropped tank and a black leather jacket layered on top.
For spring and summer you could style this outfit with sandals or sneakers and in the fall you can style it with boots or oxford shoes.
Shop The Look:
- Cropped Top: Free People Seamless Tank
- Leather Jacket: AllSaints Leather Biker Jacket
- Sandals: Tony Bianco Jagger Sandals
{Related Post: Versatile Oversized Denim Jacket Outfit Ideas}
15. Polo Ralph Lauren Long Plaid Skirt

Buy Here: Polo Ralph Lauren Plaid Midi Skirt
If you are looking for an elegant Christmas outfit or holiday party outfit then this outfit is definitely worth trying. Style a midi skirt like this stunning Polo Ralph Lauren one with a black turtleneck or simple long sleeve top and some knee-high boots.
It’s simple and elegant – perfect for the holidays.
Shop The Look:
- Long Sleeve Top: Skims Long Sleeve Tee
- Knee-High Boots: Sam Edelman Sylvia Boots
- Coat: Ted Baker Coat
This post was all about plaid skirt outfits.
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