When it comes to mastering effortless California street style, Olivia Wilde’s June 2020 stroll through Silver Lake, Los Angeles, remains a blueprint for pairing high-end knitwear with heritage sneakers.
While the filmmaker was celebrating the first anniversary of her directorial debut, Booksmart, her choice of footwear—the iconic Adidas Superstar—keeps this look relevant years later.
Reflecting on a period of collective pause, Wilde shared a nostalgic look back at her time on set (below), before heading out in an ensemble that perfectly balances comfort and curated style.
Walking her dog through the hills of Silver Lake, the actress demonstrated how to transition a wardrobe through changing seasons and global shifts.
Olivia Wilde keeps her Silver Lake dog walk effortlessly chic, pairing a breezy white maxi skirt and graphic knit with classic white Adidas Superstar sneakers on June 7, 2020 (Credit: Instar / WENN / Avalon)
Looking every inch the Hollywood star, Olivia opted for a summer chic look for her casual outing. She wore a breezy white maxi skirt and a dominant blue Madeleine Thompson knitted sweater with a lightning bolt motif at the front.
Olivia Wilde goes for a summery look in a blue sweater and white maxi skirt
Keeping things low-key, she hid her eyes behind black sunglasses and wore a wave-patterned face mask to prevent the spread of coronavirus.
Olivia Wilde wears a wave-patterned face mask for protection against COVID-19
She accessorized with a Retrouvai Fantasy Signet Lion pendant necklace and carried a Proenza Schouler PS1 crossbody pouch.
A closer look at Olivia Wilde’s off-duty footwear reveals classic white Adidas Superstar sneakers, grounding her flowing maxi skirt in timeless, laid-back street style
To complete her look, she wore Adidas Superstar sneakers. That year marked the 50th anniversary of the iconic sneaker style, which debuted in 1970. It’s known for its shell toes and zigzag three stripes in contrasting black leather on the sides.
The Adidas Superstar sneaker in white leather with black three-stripe detailing and signature shell toe remains a timeless staple of casual, street-ready style
Earlier that year, Olivia Wilde hit the carpet at the 2020 Vanity Fair Oscar Party in a Fendi Fall 2019 Couture jumpsuit with NIWAKA Fine Jewelry and black suede Stuart Weitzman Soliesse platform sandals.
Olivia Wilde brings understated glamour to the 2020 Vanity Fair Oscar Party, pairing a plunging black Fendi couture jumpsuit with sleek black Stuart Weitzman platform sandals on February 9, 2020
Why Adidas Superstars—and Olivia Wilde’s Style—Still Matter
From laid-back Silver Lake strolls to red-carpet moments and festival appearances, Olivia Wilde’s footwear choices reflect a broader truth about modern celebrity style: timeless shoes outlast trends.
The Adidas Superstar, in particular, continues to anchor off-duty looks with effortless credibility, while Wilde’s evolving wardrobe shows how sneakers and statement footwear coexist in a well-rounded style narrative.
If you’re interested in how iconic shoes shape celebrity fashion beyond a single moment, these related features offer deeper context and inspiration.
👟 Featured Adidas Superstar Moments on Your Next Shoes:
- 👟 Gigi Hadid Grounds Paris Fashion Week Style in Adidas Superstar Sneakers — Off-duty street style meets classic shell-toe cool.
- 🛫 Dakota Fanning’s Effortless 2015 Airport Style With Adidas Superstars — Minimalist travel chic anchored by iconic sneakers.
- 👟 Chrissy Teigen Wears Riding Boots and Adidas Superstars — Everyday errands elevated with classic shell-toes.
👠 Olivia Wilde Shoe & Fashion Features on Your Next Shoes:
- ✨ Olivia Wilde Proves adidas x Gucci Gazelles Are the Ultimate “Californian Cool” Sneakers — A modern sneaker-centric style moment.
- 👢 Olivia Wilde Pairs $6,995 Dolce & Gabbana Lace With Gritty Cowboy Boots at Sundance — Unexpected boot styling elevates red-carpet fashion.
- 👟 How Booksmart Became a Style Moment—From SXSW Debut to Olivia Wilde’s Standout Shoe Looks — A broader look at Wilde’s influential shoe moments.