PEOPLE confirmed in September 2025 that Shailene Woodley and 'Emily in Paris' star Lucas Bravo had split after roughly six months of dating
Credit: Media / BACKGRID
NEED TO KNOW
- Shailene Woodley and British actor Milo Callaghan were spotted walking arm-in-arm in Milan, Italy on Wednesday, Feb. 25
- Woodley was last known to be in a relationship with Emily in Paris actor Lucas Bravo, whom PEOPLE confirmed she split from in September 2025
- Callaghan is known for his roles in The Strangers movies and the USA legal drama The Rainmaker
Shailene Woodley is spending time with The Strangers star Milo Callaghan in Milan.
Woodley, 34, was photographed walking arm-in-arm with British actor Callaghan, 28, in the Italian city on Wednesday, Feb. 25, during Milan Fashion Week. The pair could be seen holding their arms around one another during their outing. In another picture from their night out, Woodley was photographed with her hand placed on the back of Callaghan's jeans as they walked together.
A rep for Woodley did not immediately respond to PEOPLE's request for comment.
Credit: Media / BACKGRID
Woodley was most recently in a romantic relationship with Emily in Paris star Lucas Bravo, whom she first stepped out with in March 2025. PEOPLE confirmed they had split in September, after a source told PEOPLE that Woodley and Bravo's relationship was "a breath of fresh air for her" in August.
"There is no drama, or hard feelings. They just have different priorities," a source told PEOPLE following Woodley's split from Bravo, 37.
Never miss a story — sign up for PEOPLE's free daily newsletter to stay up-to-date on the best of what PEOPLE has to offer, from celebrity news to compelling human interest stories.
Credit: Media / BACKGRID
Callaghan made his onscreen debut in 2020 when he appeared in the second season of the Starz series The Spanish Princess. Most recently, he appeared alongside Madelaine Petsch in her slasher movies The Strangers and appeared in one episode of HBO's 2024 series Dune: Prophecy. In 2025, he costarred with John Slattery and Dan Fogler in the USA legal drama The Rainmaker, based on Josh Grisham's novel of the same name.
Woodley, meanwhile, most recently appeared on the big screen in the 2025 movie Motor City. She also began starring in season two of Hulu's thriller series Paradise when the show returned on Feb. 23. The Big Little Lies star is also known to be developing a long-awaited biopic of 1960s rock singer Janis Joplin, which she said she had been working on "for seven years now" during a December 2024 appearance on The Tonight Show.
Read the full article here
