To say we have an obsession with Cher Horowitz and her sense of style would be a major understatement. Between her Alaia coat and her iconic plaid matching set, the girl knew how to own it, which is exactly why we’re taking cues from her wardrobe and stocking up on plaid skirts. The fashion-forward teen may have worn her bold tartan miniskirts over two decades ago, but time has proven that this trend still holds up, and it’s gotten better than ever. Sport an HR-approved pencil or midi skirt version for work to channel those “down to business” vibes. Then once Friday hits, pull on a timeless mini with a turtleneck for a fun, stylish fall outfit that’ll never disappoint. Ahead, we’ve pulled together the coolest plaid skirts that’ll give any of your ensembles a touch of the ’90s. Shop them all below!
This is perfect for all your fall occasions.
Wear this to the office.
Wear this for a grunge-inspired outfit.
This skirt is so cool.
We love the color of this skirt.
Leave it to Tibi to make the coolest workwear pieces.
How good is this?
You can’t go wrong with this pencil skirt.
Wear this with a chic blouse or a T-shirt.
Rejina Pyo always makes the coolest pieces.
This is a classic.
Wear this all fall.
Wear this to the office.
Everyone loves a good red plaid.
We’re here for all these ’70s vibes.
This will look so good with your sweaters.
This will go with literally everything.
Wear this every day.
Next up, check out the chicest ways to wear plaid this fall.
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Even If You Hate Plaid Shirts, These 5 Outfit Ideas Will Change Your MindThe new fall It print.
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Hang On—Is This Clashing Styling Trick Fall's Next Big Trend?The new way to wear fall's biggest print trend.
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It's True—Fashion People Are Ditching Leather Jackets for This Elevated Fall AlternativeCheckmate.
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I Was on the Fence About Some Fall Trends, But These 32 New Items Changed My MindI've been convinced.
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Take It From Olivia Rodrigo: This Fall Dress Trend Will Replace Polka-Dot OnesYou heard it here first.
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How to Wear Fashion's Favorite Print (No, It's Not Leopard)Plaid 101.
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I Used to Hate This Skirt Trend, But Lucy Boynton's Cute Outfit Made Me Do a 180True prep.
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Jennifer Lopez Just Wore the Most Relatable Anti-Trend Jeans-and-Boots OutfitWe love casual J.Lo.
