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.

What’s with these homies dissin’ my girl? This is a question Rivers Cuomo has wondered many times, and now Olivia Rodrigo is wondering as well. Last night the pop star — who also recently brought out David Byrne for Talking Heads’ “Burning Down The House” at Gov Ball and Robert Smith for some Cure hits at Glastonbury — was joined by Weezer at Lollapalooza for “Buddy Holly” and “Say It Ain’t So.