Entertainment Lollapalooza Giveaway: Win Tickets and More to Chicago’s Most Iconic Music Festival by Lila Roberts - Entertainment Editor June 21, 2026 by Lila Roberts - Entertainment Editor June 21, 2026 Lollapalooza Sweepstakes 2026 Offers Grand Prize of Tickets, Travel, and Hotel Stay One lucky participant will win a four-day pass to Lollapalooza 2026 in Chicago, including round-trip airfare and a … 0 FacebookTwitterPinterestEmail