Chicago Sweepstakes
Found 22 total
Enter the Campbell's Pokémon Instant Win Game for a chance to win exciting prizes. No purchase necessary to enter or win. The promotion is open to legal residents of the 50 United States, including DC, who are at least 18 years old. Employees of Campbell Snacks, the sponsor, and its affiliates are not eligible. The promotion period runs from May 1, 2026, to September 13, 2026. To enter, visit the website and submit an official entry form with required information. Limit one entry per person per day. Three Grand Prizes will be awarded, each consisting of a Pokémon Family Adventure package with a trip to the Chicago Field Museum, worth $6,650. Additionally, there are Instant Win Game prizes, including Pokémon backpacks, plush dolls, and free Goldfish Crackers. Total ARV of all prizes is $42,669.50. Enter now for a chance to win. Campbell's is the sponsor of this promotion, and all prizes will be awarded and fulfilled by them.
Win $42,669 in value – Campbell’s Pokemon Instant Win Game Sweepstakes - Enter Now
Enter the Verizon x FIFA Flyaway from Chicago to FIFA World Cup 2026 Sweepstakes for a chance to win an exciting prize package. Seven lucky winners will receive a round-trip flight from Chicago to attend a FIFA World Cup 2026 match, along with a guest, plus two match tickets, a two-night hotel stay, and $750 in rideshare gift cards. The approximate retail value of each prize is up to $7,950, with a total value of all prizes reaching up to $55,650. Winners will be assigned a match based on the random drawing order and will travel to the match city a day prior to the event and depart a day after.
Enter the Blue Moon White Sox Batting Practice Sweepstakes for a chance to win an exclusive experience. The sweepstakes, sponsored by Molson Coors Beverage Company USA LLC, begins on April 27, 2026, and ends on July 12, 2026. To enter, visit bluemoonbrewingcompany.com/whitesox, submit your date of birth and ZIP Code, and complete the registration form. You could be one of 55 grand prize winners to receive an invitation for yourself and a guest to attend a Chicago White Sox batting practice at Guaranteed Rate Field on September 23, 2026, valued at $100. Open to legal residents of Illinois and selected ZIP codes in Indiana, 21 years or older. See official rules for details. Molson Coors Beverage Company USA LLC is the sponsor of this sweepstakes, and Merkle Inc. is the administrator.
Win $5,500 in value – Blue Moon White Sox Batting Practice Sweepstakes - Enter Now
Get ready to win big with the T-Mobile Tuesdays Sweepstakes. Enter now for a chance to take home an epic prize: a 5-night trip to Chicago, IL, to attend the 2026 Lollapalooza Music Festival. The Grand Prize package includes 4-day VIP Tickets, round-trip air travel, accommodations, and a $2,888.45 check for expenses, with a total ARV of $9,631.43. To attend the Festival, winner and guest must travel between July 29, 2026, and August 3, 2026. Don't miss this opportunity to win big - enter the T-Mobile Tuesdays Sweepstakes for free and make your music festival dreams come true with T-Mobile.
Win $9,631 in value – T-Mobile Tuesdays Sweepstakes - Enter Now
Enter to win the V&v Supremo® Chicagoland “The Biggest Soccer Event Of The Year” Sweepstakes for a chance to score amazing prizes. Ten lucky winners will receive prizes totaling approximately $8,533.80. Two First Prize winners will get tickets to see Argentina vs. Algeria, worth $2,791.90, plus $200 in V&V Supremo® food coupons. Three Second Prize winners will receive a YETI® cooler and $150 in coupons, while five Third Prize winners will get an authentic official jersey and $100 in coupons. Sweepstakes ends at 11:59 p.m. CT on May 24, 2026. Enter now for a free chance to win with V&V Supremo®.
Enter the Kroger Superfan Sweepstakes for a chance to win exciting prizes. Twenty lucky winners will receive two tickets to a 2026 Texas Rangers MLB regular season home game, with eligible games including matchups against the Athletics, Chicago Cubs, Kansas City Royals, and more. Each prize has an Approximate Retail Value of $595, with a total ARV of $11,900. Don't miss this opportunity to win free tickets to a thrilling baseball game - enter to win today and become a part of the action with the Kroger Superfan Sweepstakes.
Win $11,900 in value – Kroger Superfan Sweepstakes - Enter Now
Enter to win the GoodReads (Print) Strangers Behind Closed Doors Book Giveaway and discover a thrilling mystery. Catherine Adel West's novel follows Giovanni Mason, a determined concierge at the luxurious Ivory Hotel in Chicago, as she reunites with her former best friend, only to become the prime suspect in her disappearance. With the help of beleaguered Detective Redding Stark, Giovanni must navigate a complex web of power and privilege to clear her name. Enter this free giveaway for a chance to win a print copy of this gripping book.
Win $19 in value – GoodReads (Print) Strangers Behind Closed Doors Book Giveaway - Enter Now
Enter the Snooze Eatery SnoozeFest Pancake Flight Sweepstakes for a chance to win a trip for two to Lollapalooza 2026 in Chicago, IL. The grand prize includes a private jet flight, luxury hotel accommodations, general admission tickets, and access to the Tito's VIP experience. No purchase necessary to enter or win. The sweepstakes is open to legal residents of the US, excluding FL and NY, who are 21 or older. Enter by uploading a purchase receipt from Snooze Eatery or through the free, alternate method of entry. Limit one entry per person per day. Sweepstakes runs from April 15, 2026 to June 30, 2026. Sponsored by Snooze Import Export LLC.
Win $31,350 in value – Snooze Eatery SnoozeFest Pancake Flight Sweepstakes - Enter Now
Enter the One Country Windy City Smokeout Flyaway Experience Sweepstakes for a chance to win a prize package valued at $4,500. The sweepstakes is open to U.S. and Canadian residents, excluding Quebec, who are at least 18 years old. No purchase is necessary to enter or win. One winner will receive a flyaway experience to the Windy City Smokeout in Chicago, including round-trip airfare, a five-night hotel stay, VIP experience tickets, meet and greets, and a merchandise bundle. To enter, visit www.onecountry.com or use the free methid linked in the rules portion. The sweepstakes runs from March 17, 2026, to June 15, 2026, and the winner will be announced around June 30, 2026. One Country is the sponsor and prize provider of this exciting giveaway.
Win $4,500 in value – One Country Windy City Smokeout Flyaway Experience Sweepstakes - Enter Now
Enter the Corona The Music Festivals Sweepstakes for a chance to win exciting prizes. The sweepstakes offers multiple prizes, including a pair of VIP admission tickets to the 2026 Suenos Chicago Music Festival and a $1,000 e-check, with an approximate retail value of $2,798. Other prizes include general admission tickets to the festival and Corona-branded merchandise. To enter, visit CBISweeps.com/CoronaMusicFestChi by 11:59 PM ET on the entry deadlines of 5/11/26 or 6/1/26. Random drawings will take place on 5/12/26 and 6/2/26. Don't miss this free entry opportunity to win big with Corona.
Win $2,798 in value – Corona The Music Festivals Sweepstakes - Enter Now
