Celebrate 20 Years of Lollapalooza with a VIP Trip


What started out two decades ago as a makeshift traveling musical circus has now become one of Chicago’s biggest annual events. This year’s Lollapalooza includes performances from Muse, Foo Fighters, Kid Cudi, Cee-Lo Green, Bright Eyes, Lykke Li, Crystal Castles, and dozens more — and it also marks your chance to win a VIP trip for two to attend the fest.

We’ve partnered with GUESS to send one winner and a guest out to Chicago’s Grant Park to spend three days basking in music and sunshine, with airfare, accommodation, and VIP festival passes all included. The winners will also attend an exclusive afterparty presented by Flavorpill and GUESS, featuring Tinie Tempah and Young the Giant.

It’s been 20 years since Jane’s Addiction frontman Perry Farrell set this whole thing in motion, and he’s still holding the reins after all this time. Once you’ve been there, you’ll understand that unwaning enthusiasm. Enter now to win a VIP trip for two »