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.

Paris Jackson revealed she has ended her relationship with fiancé Justin Long and called off their wedding days after photos of her crying in public were released. The 27-year-old singer-songwriter, the only daughter of the late Michael Jackson, confirmed her breakup from the music producer on X on July 31. Jackson responded to a post …