Chicago Sweepstakes - Page 2
Found 21 total
Enter The Labatt MSU Basketball Sweepstakes for a chance to win an epic sports adventure. One lucky winner will score a prize package valued at $4,000, featuring two tickets to see MSU play in Chicago, expected between March 10-15, 2026, plus a $2,500 check to cover travel and hotel accommodations. Don't miss out - enter to win this amazing giveaway by 11:59:59 PM ET on 2/15/2026, courtesy of Labatt.
Win $4,000 in value – The Labatt MSU Basketball Sweepstakes - Enter Now
Enter the Q104.3 Tickets To See Chicago & Styx Sweepstakes for a chance to win a thrilling prize. Q104.3 is giving away two tickets to see the iconic bands Chicago and Styx live at Jones Beach on July 23, 2026, valued at $160. To win this amazing prize, simply enter by July 16 at 11:59 AM ET. Don't miss out on this free entry opportunity to see these legendary bands perform live, courtesy of Q104.3.
Win $160 in value – Q104.3 Tickets To See Chicago & Styx Sweepstakes - Enter Now
Enter the Q104.3 Passes To Welcome To Rockville Sweepstakes for a chance to win a thrilling prize. Q104.3 is giving away two tickets to see Chicago & Styx at Jones Beach on July 23, 2026, valued at $160. Don't miss this opportunity to win - submit your free entry before the deadline on July 16 at 11:59 AM ET. With Q104.3, you could be rocking out to your favorite bands, courtesy of Q104.3.
Win $890 in value – Q104.3 Passes To Welcome To Rockville Sweepstakes - Enter Now
Enter the WhiteClaw Chicago Music Venue Tickets Sweepstakes to win an exciting prize package. Twelve lucky winners will each receive a prize package, courtesy of WhiteClaw, including up to two VIP tickets to a 2026 concert or event of their choice at The Salt Shed in Chicago, valued at up to $125 per ticket, plus a WhiteClaw branded item worth up to $100. With a total prize value of up to $350 each and $4,200 overall, this sweepstakes is a must-enter for music fans. Winners must provide 10 business days' notice for event selection, subject to sponsor approval and availability. Don't miss this chance to win with WhiteClaw.
Win $4,200 in value – WhiteClaw Chicago Music Venue Tickets Sweepstakes - Enter Now
Enter the 93.9 Lite FM Melissa Forman Wants To Send Chicagoland Teachers To Universal Orlando Resort Sweepstakes for a chance to win big. Each month, four qualifying winners will score prizes worth $250, and one lucky grand prize winner will receive a $2,000 Florida getaway, courtesy of Visit Florida. Don't miss your free entry to win - submit yours before the deadline on May 29, 2026, at 11:59 PM CST with 93.9 Lite FM, your gateway to exciting sweepstakes and giveaways from Visit Florida.
Enter the 103.5 Kiss FM Win Tickets To Twice World Tour In Chicago Show 2 Sweepstakes to win a free pair of tickets to TWICE's World Tour at the United Center on April 7, 2026. Sweepstakes closes March 29, 2026, at 11:59 PM CST.
Rock 95.5 will send one winner to The Chicago Theatre on October 16, 2026, with a pair of tickets to Brad Williams: The Tall Tales Tour. Valued at $86, entries close October 11, 2026, at 11:59 PM CT.
TWICE brings the World Tour to Chicago’s United Center on April 6, 2026, and one winner will receive a pair of tickets valued at $100. Entries close March 29 at 11:59 PM CT.
103.5 KISS FM will give one winner a pair of tickets to Brad Williams’ Tall Tales Tour at The Chicago Theatre on Friday, October 16, 2026. The prize is valued at $86, and entries close October 11, 2026, at 11:59 PM CST.
A total of ten prizes will be awarded—five for each Drawing Date. Each prize includes one autographed Chicago Bulls jersey, with the player autograph varying by item and not subject to exchange. Each prize has an approximate retail value of $250.
