The singer checked a big item off her bucket list when she played "Buddy Holly" with the band over the weekend in Chicago.

The pop singer shared a throwback snap of her first-ever concert after performing with the same band this weekend.

Pop star Olivia Rodrigo brought out Weezer during her headlining performance at Lollapalooza in Chicago on Aug. 1.

Olivia Rodrigo surprised fans during her headlining Lollapalooza set by inviting Weezer to perform ‘Buddy Holly’ and ‘Say It ...

On Thursday evening, Olivia Rodrigo made her debut at Lollapalooza Chicago and was joined by Weezer to perform their tracks, ...

The pop vocalist also treated the Lolla crowd to her solo hits "Driver's License," "Traitor," "Love Is Embarrassing" and more ...

Olivia Rodrigo delivered alongside surprising guests Weezer as Lollapalooza continued in Chicago with performances by T-Pain, ...

Olivia Rodrigo rocked the Lollapalooza crowd by bringing out a special guest during her headlining set at the music festival.

Rodrigo made her Lollapalooza debut with a powerful headlining set. Olivia Rodrigo delivered a powerful performance Friday ...

The pop star continues her parade of hero collaborators on the festival circuit, bringing out pop-rock band Weezer out for ...

What’s with these homies dissin’ my girl? This is a question Rivers Cuomo has wondered many times, and now Olivia Rodrigo is ...

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