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Harry Styles and Olivia Wilde’s Relationship Timeline: What’s Publicly Known

Harry Styles and Olivia Wilde met through Don’t Worry Darling. Their relationship became public in January 2021, and a reported break surfaced in November 2022; exact private dates were never confirmed.
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Harry Styles and Olivia Wilde’s relationship became public in January 2021, when they were photographed holding hands at a wedding. They had met through Don’t Worry Darling, the film Wilde directed and Styles joined in 2020. The exact date they began dating was never publicly established. Reports said they were taking a break in November 2022; later coverage described the relationship as over.

How did Harry Styles and Olivia Wilde meet?

They met through Don’t Worry Darling. Wilde directed the film, and Styles was cast in September 2020, according to ELLE’s relationship timeline. Filming began the following month. Their shared work on the movie is the documented connection between them; the production dates do not establish when a romance began.

In a Vogue profile about Styles published in 2020, Wilde praised his interest in fashion and described celebrating his casting with costume designer Arianne Phillips. Her comments concerned his work on the film, not a confirmation that they were dating.

When did Harry Styles and Olivia Wilde start dating?

Their relationship became publicly visible in January 2021, when they were photographed holding hands at the wedding of Styles’s manager, Jeffrey Azoff. ELLE reported that a People source said they had been dating for a few weeks. That anonymous-source account is not a confirmed start date: neither the wedding photos nor the report establishes exactly when they began a relationship.

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Harry Styles and Olivia Wilde: relationship timeline

  • September 2020: Styles was cast in Don’t Worry Darling, which Wilde directed.
  • October 2020: Production began. Wilde later spoke positively about Styles’s casting and appreciation for fashion in his Vogue profile.
  • January 2021: They were photographed holding hands at Azoff’s wedding. Anonymous-source reporting said they had been dating for a few weeks, but no exact start date was confirmed.
  • March 2022: They were photographed holding hands in London, according to Glamour’s timeline.
  • August 2022: In a Rolling Stone interview, Styles spoke about public assumptions concerning his relationships and the scrutiny that comes with being photographed with someone. Glamour quoted him saying, “Sometimes people say, ‘You’ve only publicly been with women,’ and I don’t think I’ve publicly been with anyone.”
  • September 2022: They appeared at events for Don’t Worry Darling, including its Venice premiere. In a Vanity Fair interview, Wilde addressed claims that she had left Jason Sudeikis for Styles.
  • November 2022: ELLE reported that People said the couple were taking a break from dating. The news was initially framed as a pause; subsequent coverage treated the relationship as ended.
  • February 2023: Harper’s Bazaar reported, citing an unnamed source, that Wilde and Styles were on good terms and close friends. That was attributed reporting, not a joint statement from the pair.
  • June 2026: A retrospective by El País characterized the relationship as lasting two years. That broad retrospective description does not establish precise private start or end dates.

Did Olivia Wilde leave Jason Sudeikis for Harry Styles?

Wilde disputed that claim in a Vanity Fair interview reported by Harper’s Bazaar. She said, “The complete horseshit idea that I left Jason for Harry is completely inaccurate,” and, “Our relationship was over long before I met Harry.” Wilde also said she and Sudeikis had officially dissolved their relationship toward the beginning of the pandemic. This is her account of the chronology; it does not provide an exact private date for when her relationship with Styles began.

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When did Harry Styles and Olivia Wilde break up?

The split was reported in November 2022, initially as a break from dating, according to ELLE’s account of the People report. Later reporting described the relationship as a breakup, but the public accounts cited here do not establish an exact date when it ended. The pair did not publicly confirm a precise start or end date.

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