Lollapalooza’s first days were pageants of both new talents and star sensations. Summer has swung back around, and with it the annual closing of Grant Park and North Columbus Drive to accommodate the ...

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

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

Olivia Rodrigo was joined by surprise guest Weezer during her headlining set at Lollapalooza 2025. On Friday (Aug. 1), the 22 ...

Chicago's Air Quality Alert continues due to Canadian wildfire smoke, with health advisories for sensitive groups amidst ...

Lollapalooza continues today through Sunday. Today’s lineup includes rapper BossMan DLow, a surprise set from Chance the ...

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

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

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

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 ...

Star Bandz, a 17-year-old drill rapper from the south suburbs, performed on the BMI stage Friday evening for her first set at ...

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