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Olivia Wilde reunites with Jason Sudeikis after ex Harry Styles’ engagement to Zoë Kravitz

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April 28, 2026
Reading Time: 4 mins read
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Olivia Wilde reunites with Jason Sudeikis after ex Harry Styles' engagement to Zoë Kravitz

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Olivia Wilde isn’t worried, darling.

The actress and ex-fiancé Jason Sudeikis put their amicable co-parenting relationship on display — on the heels of Page Six exclusively breaking the news that Wilde’s ex Harry Styles is engaged to Zoë Kravitz.

The “O.C.” alum, 42, was photographed hugging her former partner while dropping off their two children in Los Angeles on Monday.

Olivia Wilde reunited with ex-husband Jason Sudeikis on Monday. BACKGRID
The former couple were photographed in Los Angeles. BACKGRID

Wilde, who shares son Otis, 12, and daughter Daisy, 9, with her “Drinking Buddies” co-star, rocked an all-white outfit for the occasion.

She cut a casual figure in a white V-neck tucked into matching jeans, completing her look with black sunglasses and sneakers.

Sudeikis, for his part, opted for a gray sweater, blue shorts and a baseball cap.

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The duo shared an embrace Monday. BACKGRID
The actor sported a sweatshirt, shorts and sneakers. BACKGRID

The former couple were an item between 2011 and 2020, the year Wilde started dating Styles.

She and the One Direction member, who worked together on “Don’t Worry, Darling,” kept their romance primarily out of the spotlight.

Wilde and Sudeikis’ messy breakup and ensuing custody battle, however, made rampant headlines at the time.

Wilde rocked an all-white ensemble. BACKGRID
Monday’s outing was the first time the “O.C.” alum has been seen since her ex Harry Styles’ engagement to Zoë Kravitz. BACKGRID

Not only did the actor have his ex served with papers while she was onstage promoting her film at CinemaCon, but their former nanny exposed the pair’s relationship drama.

According to the ex-employee, Sudeikis got so upset when Wilde headed to Styles’ home with salad and a “special dressing” that he threw himself under her vehicle.

They have put on a united front since settling their legal battle in 2023, from embracing in a parking lot to attending Daisy’s birthday party.

Wilde dated the One Direction member after her contentious split from Sudeikis in 2020. oliviawilde/Instagram
Wilde and Styles broke up in 2022. GC Images

Wilde split from Styles in 2022 and is currently dating Ellie Goulding’s ex-husband, art dealer Caspar Jopling.

As for Styles, the singer was linked to model Emily Ratajkowski, actress Taylor Russell and more stars before moving on with Kravitz, 37, last fall.

The duo were first spotted together in Rome in August 2025.

Last week, Kravitz debuted her massive engagement ring — which we hear could be worth more than half a million dollars — while packing on the PDA with Styles in London.

Styles moved on with Kravitz in the fall of 2025. COBRA TEAM / BACKGRID
Page Six exclusively reported on Thursday that the singer has popped the question. BACKGRID

The “Big Little Lies” star’s ex-fiancé Channing Tatum has been re-posting cryptic social media uploads ever since, from an emotional poem to a bruised and bloodied woman claiming something “didn’t go the way [she] wanted.”

Wilde, meanwhile, sparked social media chatter by sharing an Instagram Story post captioned, “My Monday.”

In the video, a woman in an office told her colleagues to “keep it down” so she can “join this Zoom meeting” before slamming her face into the computer screen.

‘ The preceding article may include information circulated by third parties ’

‘ Some details of this article were extracted from the following source pagesix.com ’

Tags: Celebrity Couplescelebrity engagementscelebrity exesCelebrity NewsHarry StylesJason SudeikisMoviesMusicOlivia WildeOne Directionzoe kravitz
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