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.
-
PSA: Fashion People in NYC and Italy Are Wearing This "Dated" Flat-Shoe Trend With Denim Skirts and DressesGwyneth Paltrow and Anne Hathaway are on board.
-
If You Want to Look Like a Chic Fashion Person, Wear This Shoe Trend With Cropped PantsSelena Gomez is on board.
-
The 2025 WNBA All-Star Looks Everyone Is Talking AboutFrom Skylar Diggins to Angel Reese, see this year's best orange carpet ensembles.
-
This Unexpected Under-$50 Sandal Is Winning the Great Summer Flip-Flop DebateMorgan Stewart has made a case for them.
-
24 Chic Under-$100 Nordstrom Anniversary Sale Finds That Are Taking Over My Fashion-Editor Text GroupLongchamp, Levi's, Madewell, and more.
-
Yeah, You *Have* Been Wearing Athletic Shorts With the Wrong Shoes This Whole TimeHere's the *right* way.
-
Forget Flip-Flops and Strappy Sandals—This Is the Elegant Shoe Trend Fashion People Are Wearing With Pedal PushersHailey Bieber and EmRata are among the fashion girls.
-
I'm a 5'0" Fashion Editor—These Are the Pants and Jeans I Never Have to HemPetite shopper approved.
