Olivia Rodrigo gave away her iconic 'GUTS' rings to fans during her Lollapalooza performance, marking the end of her Guts ...

EWF wasn’t the only band to join a contemporary pop star onstage at Lolla, though. During Olivia Rodrigo’s set, she was joined by Weezer, another cross-generation collaboration that earned her the ...

Sabrina Carpenter ’s highly anticipated return to Lollapalooza was just the sendoff her iconic Short n’ Sweet era deserved. Not only did it mark her comeback to the Chicago-based festival since 2023, ...

Here’s everything you need to know about Lollapalooza — including a day-by-day look at the music festival in Chicago’s Grant Park.

Singer Sabrina Carpenter's performance at Lollapalooza is taking social media by storm. She performed with Chicago-based band ...

A festival-goer shows off her style during day one of Lollapalooza on Thursday, July 31, 2025. The much-needed fabrication ...

SABRINA Carpenter has rocked a tiny romper on-stage at Lollapalooza in Chicago. The stunning Feather hitmaker, 26, stormed ...

The singer/songwriter was then joined onstage by Weezer trio Rivers Cuomo, Brian Bell and Scott Shriner to play Buddy Holly and Say It Ain't So, the second and third singles lifted from the band's ...

On the final night of Lollapalooza, one of the festival's biggest headliners brought out music legends to help the crowd just ...

On Thursday evening, Olivia Rodrigo made her debut at Lollapalooza Chicago and was joined by Weezer to perform their tracks, "Buddy Holly" and "Say It Ain’t So".