If you told me that I could only borrow clothes from Olivia Wilde's closet, I wouldn't make a fuss. Time and time again, Wilde proves that she has an impressive collection of elevated basics that strike the perfect balance between aspirational and accessible, classic and contemporary. Don't believe me? Take a look at her most recent off-duty outfit, which consisted of luxe, relaxed, and well-cut pieces that made her look timeless and utterly of the moment.
Yesterday in New York, Olivia Wilde put together a laid-back and effortless outfit. She wore flowy wide-leg pants and an oversized button-down shirt featuring a popular summer print: stripes. To complete her look, she opted for Adidas Samba sneakers, a canvas tote bag, and her go-to Ray-Ban Wayfarer sunglasses.
On Olivia Wilde: Balenciaga Oversize Stripe Button-Up Shirt ($995); Adidas OG Samba Sneakers ($100); Ray-Ban Original Wayfarer Sunglasses ($180)
This isn't the first time Wilde has advocated for leaving skinny jeans or tight-fitting pants at home. Other than being spotted in workout leggings, the actress has been seen several times in the last few months wearing baggy straight-leg and cropped silhouettes, which are undoubtedly the comfiest looks to run your errands in. On each occasion, she's paired her pants alongside lightweight coats, like blazers and denim jackets, and practical footwear, such as retro-inspired sneakers.
Scroll on to shop Wilde's look and more anti-skinny pants, which look amazing with button-down shirts or any top style.
Shop our favorite anti-skinny jeans
As Wilde proved, pinstripes make an outfit look extra polished.
These come in 7 other colors and sizes 00-16.
This wardrobe staple lives up to its name.
Dark-hued jeans are set to take off this fall because they're versatile and elegant.
From Jennifer Lawrence to Katie Holmes, everyone agrees satin trousers are the easiest way to look "rich."
You'll have these for years and years.
Who What Wear editors are so into crisp khaki pants right now.
You won't find a more versatile pair of wide-leg pants at a better price.
The perfect pair for the office or lunch meetings.
Fashion-set approved.
A great alternative to Wilde's pair.
These pair well with ballet flats and kitten heels.
These are so comfy, you could totally fall asleep in them.
Pair these with an oversize leather jacket and sporty sneakers.
This denim-like color automatically looks so luxe.
The infamous Cary Jeans are elite with their perfect blue wash and a super-relaxed fit.
Banana Republic offers a fantastic range of stylish tailored pants that combine top-notch quality with wallet-friendly prices.
Linen pants will always be forward—especially when they feature a pin-tuck and a mid-rise fit.
-
I'll Know You're a Fashion Person If I See You Wearing Jeans Like *This* in 2025It's probably not what you're thinking.
-
4 Years Later, This Chic Fall 2025–Coded Outfit From Zoë Kravitz Is Still on My Mind: Here's How to Re-Create ItShe's always ahead of the fashion curve.
-
From Pilates in L.A. to Meetings in Paris, Kendall Jenner Can't Stop Wearing These Classic Designer FlatsI don't blame her—they look sleek and so comfortable.
-
Want to Wear Dark-Wash Jeans the 2025 Way? Style Them Exclusively With This Rich Color TrendThe chicest shade pairing for fall.
-
You're 100% a Fashion Person If You Wear Color in the Winter Like *This*Even the most color-shy are giving it a try.
-
Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
-
Sorry, Navy, Black, and Brown—This Coat Color Trend Looks Way Richer Than All of You (Combined)Meet the winter hero item that instantly makes outfits look expensive.
-
Not a Bomber, Not a Trench: Everyone With Taste Is on the Hunt for This "Dated" Leather Jacket TrendI just ordered one from Revolve.
