While skies may appear clearer than they did earlier this week, the air quality remains a significant concern, especially for sensitive groups. Still, those attending Lollapalooza are not letting

Here’s everything you need to know about Lollapalooza — including a day-by-day look at the music festival in Chicago’s Grant Park.

Olivia Rodrigo delivered alongside surprising guests Weezer as Lollapalooza continued in Chicago with performances by T-Pain, Flipturn, Gigi Perez, Bo Staloch and more.

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 World Tour, performed a mix of fan favorites from her Grammy-winning debut album SOUR and her chart-topping follow-up GUTS.

Olivia Rodrigo was joined by surprise guest Weezer during her headlining set at Lollapalooza 2025. On Friday (Aug. 1), the 22-year-old pop superstar made her debut on the second day of the Chicago music festival at Grant Park.

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

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

Artists including Olivia Rodrigo, TWICE and Luke Combs take the stage in Chicago for Lollapalooza 2025. See photos of the best performances.