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.

Olivia Rodrigo is a real rocker. The former Disney Channel star may have broken out with her piano ballad “drivers license,” ...

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

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

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

She’s powerful, she’s political, she’s rock and she’s pop. And she brought out surprise guest Weezer for two songs during her ...

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

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

Lollapalooza weekend continues in Chicago (and at home, if you’re streaming it live ), and Olivia Rodrigo headlined night 2 ...

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

Olivia Rodrigo reportedly "set a record" when a "massive crowd" turned up to watch her headlining performance at Lollapalooza ...