Lollapalooza 2025's first day in Chicago delivered a mix of established acts and surprise moments. Tyler, the Creator marked a significant return to the stage, while Luke Combs achieved a historic milestone. Gracie Abrams surprised the audience by bringing out Robyn for a special performance. Cage the Elephant paid tribute to Ozzy Osbourne, adding a touch of rock royalty to the festival. The day was filled with memorable performances and unexpected collaborations, setting a high bar for the rest of the weekend.