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Olivia Wilde’s Plaid Business Chic Trousers Are Secretly Comfy, and This Lookalike Feels Like PJs

You'll wish you found them sooner

Olivia Wilde
LOS ANGELES, CALIFORNIA - OCTOBER 18: Olivia Wilde attends the 5th Annual Academy Museum Gala at Academy Museum of Motion Pictures, on October 18, 2025 in Los Angeles, California. Frazer Harrison/WireImage/Getty Images

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As much as we love seeing our colleagues IRL, tight dress pants can make in-office days intolerable. Instead of suffering through tummy aches and unflattering spillage, we’re taking after Olivia Wilde, who wore the chicest flowy trouser style. Although hers are sold out, we found a plaid lookalike that’s even comfier, thanks to the secretly elasticized waistband.

These everyday trousers masterfully combine stretch with a polished, work-friendly style. Wilde wore hers with a cozy coat and Adidas sneakers, proving that they elevate even the most casual outfits. Between the wear-everywhere design, comfortable waistband and timeless plaid print, these pants are an instant add-to-cart — especially since they’re on sale.

Get the OctMoon High-Waist Plaid Trousers for $36 (originally $40) on Amazon! Please note, prices are accurate at the date of publication but are subject to change.

Made with relaxed, airy materials, these pants keep you comfy and classy. They effortlessly wick sweat and promote airflow, ensuring you focus on the meeting slides, not sweat stains below the table. Even better, the silky-soft fabric resists wrinkles, so you can pack these pants for business trips, too.

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Plus, these polished trousers are beyond stylish. They feature classic belt loops, gentle pleats and a wide-leg silhouette that stuns with sneakers, flats and heels alike. The high-waist design is also mega flattering, lengthening your legs while cinching your waist. They’re great for average-to-tall women, hitting right around the ankles without touching the floor.

One shopper shared, “I’m tall and these palazzo pants fit me so well. Finally, pants long enough without dragging! The high waist is flattering and comfy, and the wide legs make them super flowy and breathable. Love the plaid pattern too; it’s casual but still stylish enough to dress up.”

The pants just dropped on Amazon, and are already amassing a fan base, so don’t miss out on your new favorite wardrobe piece. You’ll look forward to in-office days when you look and feel like a million bucks. These trousers will make you ditch tight ones for good!

Get the OctMoon High-Waist Plaid Trousers for $36 (originally $40) on Amazon! Please note, prices are accurate at the date of publication but are subject to change.

Not what you’re looking for? Shop other pants on Amazon and don’t forget to check out Amazon’s Daily Deals here!

PARIS, FRANCE - DECEMBER 04: Diane Batoukina wears long light brown hair parted at the center with natural skin and neutral lipstick, a white cashmere long cardigan jacket by Lilysilk, a white cashmere turtleneck sweater by Bompard, white straight pants by Lilysilk, white leather loafers shoes by Baudoin and Lange, a grey Hermes Kelly 20 bag, during a street style fashion photo session, on December 04, 2025 in Paris, France, full body shot. (Photo by Edward Berthelot/Getty Images)

Related: 17 Versatile Layers to Make Last Year’s Winter Clothes Feel Brand New

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