Win a Trip to Chicago for Lollapalooza 2026

Win a Trip to Chicago for Lollapalooza 2026

Experience the magic of Lollapalooza 2026 in Chicago with our exclusive Summer Sendoff sweepstakes. Enter now for your chance to win a VIP-style trip.

Lollapalooza is three days of chaos, confetti, and some of the biggest names in music taking over Grant Park in the heart of Chicago—and honestly, there’s nothing like it. We’re sending you there with our ‘Summer Sendoff to Lollapalooza’ sweepstakes.

What is the ‘Summer Sendoff to Lollapalooza’ Sweepstakes Prize?

One winner will be randomly selected to receive a Grand Prize package that includes:

  • Two tickets to Lollapalooza, held July 30 through August 2 in Chicago’s Grant Park
  • Round-trip airfare for two to Chicago
  • Four-night hotel stay

How Can You Enter the ‘Summer Sendoff to Lollapalooza’ Sweepstakes?

Earn sweepstakes entries by completing the activities below beginning Saturday, June 20, through 11:59 p.m. on Sunday, July 12, 2026. The more you like, subscribe and share, the more entries you can potentially earn.

*This is a multi-market contest open to residents of the contiguous United States who are at least 18 years old. One (1) winner will be randomly selected from all eligible entries received on Monday, July 13, 2026. Winner’s guest must also be 18 years old. Prize is provided by Republic Records.