Popsugar Entertainment Summer Entertainment Summer Music Festivals 2019 27 Music Festivals That Are Bringing the Heat This Summer 24 March 2019 by Brea Cubit View On One Page Photo 24 of 27 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 24 Lollapalooza Where: Chicago When: Aug. 1-4 The headliners: Childish Gambino, Ariana Grande, Twenty One Pilots, The Strokes, Tame Impala, Flume, The Chainsmokers, and J Balvin. Why we're excited: There isn't a single artist scheduled to perform that doesn't put on a good show. There definitely won't be a dull moment. See the full Lollapalooza lineup. Previous Next Start Slideshow Summer EntertainmentMusic FestivalsMusicSummer