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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Plaid Comes Back Every Fall, But These 5 Outfits Make It Look Thoroughly FreshMad for plaid.
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If You Want Your Sneakers to Look Elevated (Not Basic), Wear Them With These Pants Instead of JeansThis easy swap will work wonders to make your outfits look more sophisticated.
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If You Want to Look Chic and Rich This Winter, Make Sure You Own This Non-Denim Pant TrendSee what we’re talking about inside.
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Suddenly, Everyone With Great Taste Is Styling These 7 "Dated" Fall Dress TrendsA 2017 throwback and a Victorian vibe shift.
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If You Have Good Taste, These 8 Chic Editor-Approved Fall Trends Will Be No SurpriseSee what made the list.
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Prediction: This Will Be Winter's Fastest-Selling Skirt TrendAs seen on Olivia Rodrigo.
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My Mom Is in Her 50s and Asked Me for Fashion Advice—8 ChicReplica Store Outfits I Put Together for Her Under $425Outdated prints and "ugly" shoes included.
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White Button-Downs Are Boring—This Is the Shirt Trend It Girls Are Wearing With Leggings and Uggs InsteadIncluding Emily Ratajkowski, who wore it with Uggs.
