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

Olivia Rodrigo delivered a powerful performance Friday night as she made her Lollapalooza Chicago debut, headlining Day Two of the annual music festival in Grant Park. Rodrigo, currently on her GUTS ...

Star Bandz, a Chicago drill rapper, performed at Lollapalooza for the first time and brought out two special guests.

Olivia Rodrigo looked nothing short of sensational as she lit up the stage at Grant Park in Chicago, Illinois, during the ...

Unfamiliar with public transit or walkable streets? Terrified of skyscrapers taller than any medical center building? Fear ...

Grant Park’s headliners will draw the masses, but the real bragging rights come from catching tomorrow’s favorites before ...