Chicago Sweepstakes - Page 2
Found 26 total
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
Get ready to win big with Cheyenne Cigars' exciting Cheyenne Cigars Windy City Sweepstakes. As a valued member of the Cheyenne Cigars website, you can enter to win a fantastic Chicago, IL Trip Package worth $3,500.00. To participate, simply log into your account at https://www.cheyennecigars.com, follow the instructions, and click the "Enter" button to submit your entry. You can also enter by emailing [email protected] with your required information. The sweepstakes is open to legal residents of the 50 United States (excluding CA, MA, MI, and VA) and DC, who are at least 21 years old. The entry period runs from March 20, 2026, to May 18, 2026. One lucky winner will be selected through a random drawing on or about May 25, 2026. Don't miss your chance to win - enter the Cheyenne Cigars Windy City Sweepstakes today and you could be headed to Chicago courtesy of Cheyenne Cigars.
Win $3,500 in value – Cheyenne Cigars Windy City Sweepstakes - Enter Now
Enter the Culture Pop Noah Kahan Giveaway for a chance to win an unforgettable concert experience. Five lucky winners will receive a prize package of two tickets each to see Noah Kahan perform live at a participating venue, with tickets available at Will Call. Each winner will receive a prize valued at $798.00, with a total prize pool of $3,990.00. Don't miss this opportunity to enter to win and enjoy a free night of music with a friend, courtesy of the Culture Pop Noah Kahan Giveaway.
Participating Venues & Dates:
Boston, MA – Fenway Park 4 Jersey St, Boston, MA 02215
Queens, NY – Citi Field 41 Seaver Way, Queens, NY 11368
Washington, DC – Nationals Park 1500 South Capitol St SE, Washington, DC 20003
Chicago, IL – Wrigley Field 1060 W Addison St, Chicago, IL 60613
Denver, CO – Coors Field 2001 Blake St, Denver, CO 80205
Seattle, WA – T-Mobile Park 1250 1st Ave S, Seattle, WA 98134
San Francisco, CA – Oracle Park 24 Willie Mays Plaza, San Francisco, CA 94107
Los Angeles, CA – Rose Bowl Stadium 1001 Rose Bowl Dr, Pasadena, CA 91103
Win $3,990 in value – Culture Pop Noah Kahan Giveaway - Enter Now
93.7 The River is turning up the classics with a pair of tickets to see Chicago & Styx live at Toyota Pavilion at Concord on September 4. One lucky winner will score this $100 night of legendary rock. Entries closing August 30 at 11:59 PM.
Win $100 in value – 93.7 The River Tickets to See Chicago & Styx Sweepstakes - Enter Now
Majic 105.7 is giving away two tickets to see Chicago and Styx live at Blossom Music Center on August 5, 2026. One winner will enjoy a night of timeless hits and classic rock energy under the summer sky. Entries close July 26, 2026, at 11:59 PM.
WTAM 1100 is giving away two tickets to see Chicago and Styx live at Blossom Music Center on August 5, 2026. One winner will score a night of legendary rock, unforgettable hits, and summer concert magic. Entries close July 26, 2026, at 11:59 PM.
