Olivia Rodrigo delivered a powerful performance Friday night as she made her Lollapalooza Chicago debut, headlining Day Two of the annual music festival in Grant Park. Rodrigo, currently on her GUTS World Tour, performed a mix of fan favorites from her Grammy-winning debut album SOUR and her chart-topping follow-up GUTS.

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.

Olivia Rodrigo and Korn will provide contrasting styles Friday evening as Lollapalooza heads into the weekend. Djo, Ravyn Lenae, T-Pain and Bleachers are also set to take the stage Friday.