Chicago Trip Sweepstakes - Page 2

Win instantly with the 2025 Keystone Light Summer Instant Win Game! Score one of 50 custom coolers, 50 custom travel chairs, 250 t-shirts, or 250 Venmo payments—redeemable within six months.

Plus, enter the National Sweepstakes for a chance to win one of five regional grand prizes, each valued at $3,413. Winners will enjoy trips for four to top air shows across the country, including airfare, hotel accommodations, event tickets, and $250 spending money. Additional keyword-based sweepstakes provide more ways to win, including extra Chicago Air & Water Show packages and exclusive custom cooler and travel chair sets. With a total prize value of $38,345, don’t miss your shot at winning instantly!

Proximo Spirits Cuervo sweepstakes is offering an exciting array of prizes for lucky winners. Grand Prize 1, awarded to up to two winners, includes a trip for the winner and a guest (age 21 or older) to Guadalajara, Mexico, with departure on May 1, 2025, and return on May 4, 2025. The prize, valued at approximately $4,300, includes round-trip coach airfare, a three-night stay in a standard double-occupancy hotel, a $500 gift card for transportation, meals, and incidentals, and two VIP passes to a festival in the greater Guadalajara area on May 3, 2025. Grand Prize 2, awarded to one winner, features a trip for the winner and a guest to Chicago, IL, departing on July 4, 2025, and returning on July 7, 2025, with an approximate value of $3,800. It includes airfare, a three-night hotel stay, a $200 gift card, and two 2-day VIP passes to a car racing event on July 5 and 6, 2025. Grand Prize 3, also awarded to one winner, offers a trip for the winner and a guest to Los Angeles, CA, departing on August 1, 2025, and returning on August 4, 2025, with an approximate value of $4,600. This prize includes airfare, a three-night hotel stay, a $200 gift card, and two 2-day VIP passes to a music festival on August 2 and 3, 2025. Grand Prize 4, available to one winner, includes a trip for the winner and a guest to Ocean City, MD, departing on September 25, 2025, and returning on September 29, 2025, with an approximate value of $5,150. It features airfare, a four-night hotel stay, a $200 gift card, and two 3-day VIP passes to a music festival from September 26 to 28, 2025. Additionally, up to 20 First Prize winners will receive a Cuervo prize pack consisting of a Bluetooth speaker, a tote bag, and a set of agave drink straws, each valued at $50. All merchandise, flights, and accommodations are subject to availability, and prizes are non-transferable.