Believe it or not, the festival so synonymous with Chicago actually started being held consistently only since 2005.

From Olivia Rodrigo to Doechii, some of the world’s biggest music stars flooded to Chicago for the four-day music festival.

Twice, Doechii, Rüfüs Du Sol, Clairo, and Chance the Rapper were among the highlights on the third day of Lollapalooza 2025.

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

Headliners for Lollapalooza Day 3 are more of a trio, with Rüfüs Du Sol closing the day on the T-Mobile stage, K-pop girl ...

To keep people safe, Chicago police set up camp outside, and EMTs were on hand at six medical tents at the music festival.

Olivia Rodrigo surprised fans on August 2, 2025, by attending a Chicago Cubs game at Wrigley Field just hours after ...

The 15-minute set on the Perry’s stage, a last-minute Saturday addition to Lolla’s lineup, featured his classic hits and two ...

As Day 3 of Lollapalooza gets underway, the world is becoming a stage for the day’s top performers. While American bands such ...

Michael Reed was born in a jail cell. After being incarcerated for two felony charges, Reed earned a GED followed by a ...

The self-proclaimed swamp princess delivered a tour de force that was a love letter to hip-hop, a celebration of queer ...

Lollapalooza have returned to Grant Park this weekend, and the wave of visitors should keep most downtown hotel rooms and ...