Olivia Rodrigo stuns Lollapalooza with surprise Weezer duet

Olivia Rodrigo rocked Lollapalooza with surprise guest Weezer, performing ‘Buddy Holly’ and ‘Say It Ain’t So’ live.

Olivia Rodrigo’s headlining set at Lollapalooza took a sharp alt-rock turn on Friday night when she brought out none other than Weezer as her surprise guest. The crowd erupted as Rivers Cuomo and the band joined her on stage to perform their iconic hits Buddy Holly and Say It Ain’t So, with Rodrigo playing guitar and singing alongside them in a full-circle pop-punk moment.

Rodrigo, whose GUTS World Tour has already made headlines for unexpected collaborations, think David Byrne at Governors Ball and Robert Smith at Glastonbury, continued her trend of spotlighting legendary alt-rock artists. This latest cameo had fans buzzing, with some calling it the most exciting moment of Lollapalooza so far.

Footage of the performance quickly flooded social media, showing Rodrigo beaming as she strummed along and harmonised effortlessly with Cuomo. The 21-year-old singer, known for her Gen Z heartbreak anthems, looked completely at home rocking out with one of the '90s most beloved bands.

Weezer, who are currently making the rounds on the summer festival circuit, matched her energy with a playful yet nostalgic set that bridged two generations of music fans. Rodrigo’s ability to weave these guest appearances into her tour without missing a beat has become one of her defining strengths. The collaborations aren’t just stunt bookings, they’re curated, reverent, and entirely on-brand.

With only one show left in her world tour, Montreal’s Osheaga Festival, speculation is mounting over who might show up next. Alanis Morissette? Avril Lavigne? The internet is already guessing.

Regardless, Rodrigo’s Lollapalooza moment proved one thing: she’s not just collecting hits, she’s collecting rock legends.