Olivia Rodrigo was joined by surprise guest Weezer during her headlining set at Lollapalooza 2025.
On Friday (Aug. 1), the 22-year-old pop superstar made her debut on the second day of the Chicago music festival at Grant Park. Toward the end of her evening set, she surprised the crowd by inviting Weezer to join her on stage.
In a fan-captured video on TikTok, Rodrigo shared with the crowd that Weezer was the first band she ever saw live.
“You always remember your first concert. It’s a very, very special moment,” the “Drivers License” singer said. “I remember my first concert. It was a very memorable night. I watched this incredible band and I am so over the moon, because that incredible band is actually here tonight to play a few songs. Will you please say hello to Weezer?”
Weezer then joined Rodrigo for performances of their classic hits “Buddy Holly” and “Say It Ain’t So,” both from the group’s 1994 self-titled album. She played guitar and harmonized alongside frontman Rivers Cuomo during the collaboration. Check out clips from the performances here and here on X.
This marked Weezer’s first Lollapalooza performance since they headlined alongside Widespread Panic in 2005.
This isn’t the first time Rodrigo has brought out surprise guests during her recent festival appearances. She recently invited David Byrne onstage at New York’s Governors Ball to perform Talking Heads’ 1983 hit “Burning Down the House,” and welcomed The Cure’s Robert Smith at this year’s Glastonbury Festival to perform “Friday I’m In Love” and “Just Like Heaven.”
During her Lolla set on Saturday, Rodrigo opened with “Obsessed” and “Ballad of a Homeschooled Girl,” and also performed hits including “Driver’s License,” “Traitor,” “Bad Idea, Right?” and “Love Is Embarrassing.”
The Chicago festival continues Saturday (Aug. 2) with headliners Rüfüs Du Sol and TWICE, followed by closers Sabrina Carpenter and A$AP Rocky on Sunday.