All eyes in the music world are on Chicago this weekend, as Grant Park plays host to another year of Lollapalooza. Lollapalooza has remained one of the premier U.S. festivals by mixing a range of superstars with upstarts and legacy acts spanning different generations. 2025’s Lolla saw headlining performances from Olivia Rodrigo, Tyler, the Creator, Sabrina Carpenter, A$AP Rocky and Doechii. Thanks to the good folks at Dunkin’, Billboard is on the ground for Lollapalooza 2026. Here are the best moments from the festival.