The Lollapalooza Music Festival in Chicago's Grant Park is notorious for bringing in artists of all genres and styles from all over the globe. However, there was one genre that had never been represented as a headliner at the festival – until now.

Tyler, the Creator, Luke Combs, and Gracie Abrams were among the highlights during the first day of Lollapalooza 2025.

Last seen at Lollapalooza in 2018, Luke Combs has made great strides as an artist, evident by his engaging performance as the festival’s very first country headliner.  “Six years ago I played at 1 o’clock in the afternoon on that stage right over there (Tito’s),