Chicago Sweepstakes
Found 17 total
Three (3) entrants will be randomly selected as potential winners of the Sweepstakes. Each of the three winners will receive the following prize: a " Team Ticket” package (10 to 15 general admission game tickets) to a Chicago Fire FC home game during the remaining 2026 season and a customized VIP experience courtesy of the Chicago Fire FC. (ARV: $1500). Ends on September 20, 2026.
Win $1,500 in value – Versiti Fire Up Your Team Sweepstakes - $1500 Value - Enter Now
The 2026 Stella Blue Coffee Fall Kickoff Sweepstakes ends on September 27th, 2026 at 11:59 PM ET. There will be three (3) prizes awarded. Each prize consists of a Chicago HQ office visit on a mutually agreed upon date in Fall 2026, a $500.00 USD travel stipend, and $500.00 USD worth of free Stella Blue coffee and Barstool Sports merchandise for the winner and one (1) guest. - One winner and one guest will receive a Chicago HQ office visit, a $500 travel stipend, and $500 of Stella Blue coffee and Barstool Sports merchandise. - One winner and one guest will receive a Chicago HQ office visit, a $500 travel stipend, and $500 of Stella Blue coffee and Barstool Sports merchandise. - One winner and one guest will receive a Chicago HQ office visit, a $500 travel stipend, and $500 of Stella Blue coffee and Barstool Sports merchandise. All prizes must be redeemed within 365 days or they will be automatically forfeited. The aggregate actual retail value of all combined prizes is $3,000.00 USD ($1,000.00 USD ARV per winner). All details regarding the prize, including date, time, itinerary, entry conditions, health and safety policies, and any other matters, are determined at the Sponsor’s sole discretion and may be modified by the Sponsor at any time.
Win $3,000 in value – The 2026 Stella Blue Coffee Fall Kickoff Sweepstakes - Enter Now
Eli’s and Jewel National Cheesecake Day 40 Sweet Years Together Sweepstakes offers a Grand Prize and a First Prize Award. - Grand Prize: a one‑year supply of Eli’s Cheesecakes (one cheesecake delivered each month for twelve consecutive months, for a total of twelve cheesecakes) plus a private, behind‑the‑scenes tour of Eli’s Cheesecake’s Bakery in Chicago, Illinois for four guests aged 10 and over. Transportation is not included; the winner must arrange and pay for all travel costs, including flights, hotels, ground transport, meals, and any other expenses. The tour must be conducted within six months of the sponsor’s announcement of the Grand Prize winner, and the winner will be given six date and time options to select from. Closed‑toe shoes are required, safety gear will be provided on‑site, and the winner and guests must sign a liability waiver before entry. Each cheesecake will be shipped frozen, packaged with dry ice in a protective container, and flavors may vary. The total approximate retail value of the Grand Prize package is $1,194 (cheesecake value $794, tour value $400). - First Prize Award (39 winners): each winner receives one 9‑inch Eli’s Original Favorite Sampler Cheesecake shipped frozen, packaged with dry ice in a protective container and delivered to the winner’s door. Cheesecake flavors may vary. The approximate retail value per prize is $86, for a total ARV of $4,548 for all 39 First Prize Awards. The sweepstakes ends at 12:59 PM Central Time (CT) on September 30, 2026.
Guardian Heating and Cooling Service Fall Football Giveaway is offering one Ultimate Game-Day Package. The package includes two tickets to see the Chicago Bears take on the Philadelphia Eagles on Monday, September 28, 2026, and a $100 Visa gift card for game‑day fun. The giveaway ends on September 22, 2026. - One Ultimate Game-Day Package: two tickets to the Bears vs. Eagles game on September 28, 2026, and a $100 Visa gift card.
Win $400 in value – Guardian Heating And Cooling Service Fall Football Giveaway - Enter Now
Lipton Hard Iced Tea Buffalo Bills Ticket Giveaway offers the following prizes. - Entry Period 1: Two tickets to the Detroit Lions vs. Buffalo Bills game on September 17 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 2: Two tickets to the Los Angeles Chargers vs. Buffalo Bills game on September 27 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 3: Two tickets to the New England Patriots vs Buffalo Bills game on October 4 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 4: Two tickets to the Baltimore Ravens vs. Buffalo Bills game on November 1 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 5: Two tickets to the Miami Dolphins vs. Buffalo Bills game on November 22 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 6: Two tickets to the Kansas City Chiefs vs. Buffalo Bills game on November 26 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 7: Two tickets to the Chicago Bears vs Buffalo Bills game on December 19 and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). - Entry Period 8: Two tickets to the New York Jets vs. Buffalo Bills game on a date TBD and two tickets to the Gameday Hospitality tailgate experience. Transportation not provided (ARV $460). The promotion expires on January 3, 2027, at 11:59 PM EST.
Win $3,680 in value – Lipton Hard Iced Tea Buffalo Bills Ticket Giveaway - Enter Now
Chicago White Sox, Ltd. X Sweepstakes offers prizes that vary by individual Prompt Post, with an approximate retail value of $25 to $500 per prize; the date shown is September 30, 2026. - Prize varies by individual Prompt Post; each prize has an ARV of $25–$500.
Win $500 in value – Chicago White Sox, Ltd. X Sweepstakes - Enter Now
Enter the Taste The Movies: Ratatouille giveaway for a chance to win two tickets to an exclusive 7‑course immersive dinner in Chicago on September 25, 2026. Valued at approximately $300, the prize will be awarded to one lucky winner announced on September 22, 2026. To enter, follow @tastethemovies, like the post, tag the guest you’d bring, and share to your story for an extra entry. Open to 18+ residents of the United States. Don’t miss this cinematic dining experience—enter now!. This sweepstakes ends on September 22, 2026.
Win $300 in value – Taste The Movies Ratatouille - Enter Now
880 Ched All-Star Experience in Chicago: One (1) Grand Prize trip for two (winner and guest) to the 2027 MLB® All-Star Week in Chicago, Illinois (July 12–13, 2027). - Grand Prize includes round‑trip airfare to a Chicago, IL area airport, three (3) nights hotel accommodations in Chicago, two (2) tickets to the Home Run Derby (July 12) and the All-Star Game (July 13), and spending money (amount TBD). Entry period ends October 23, 2026, at 3:48 PM MST.
Win $15,000 in value – 880 Ched All-star Experience In Chicago - Enter Now
WTTW 2026 Be a Winner Sweepstakes offers approximately 74 prizes, including:
- Grand Prize: 2027 Subaru Crosstrek Hybrid — $36,000
- Road Scholar Kenya & Tanzania Safari for 2 — $21,800
- Oscar Isberian Rugs hand‑woven rug — $6,500
- The Barn on North private event for up to 50 guests — $5,000
- Fitness Formula Clubs 1‑year Signature Membership + 3 personal‑training sessions — $2,718
- Carnivale Chicago private party — 2 prizes, $2,500 each
- Home Carpet One cabinet gift certificate — $2,500
- Grand Hotel Mackinac Island stay — $900
- Edgewater Candles private candle‑making class — 4 prizes, $700 each
- Fleet Feet Chicago gift certificate + training voucher — $650
- Skydeck Chicago private Pie in the Sky dinner — $600
- Garrett Popcorn Family Tin + $500 eGift Card — $562
- Numerous additional restaurant, entertainment, fitness, travel, home, membership and gift‑card prizes
- Spring Early Bird prizes (2): Walla Walla Deluxe Wine Touring Package for 2 — $3,899 each
- Fall Early Bird prize: Weber Summit Smart Gas Grill — $5,299
- Bonus Prize: $10,000 gift card + in‑home design consultation — $10,100
ARV: $121,752 USD.
Ending Date: October 26, 2026.
*Free AMOE by postal mail.
Win $121,752 in value – WTTW 2026 Be a Winner Sweepstakes - Enter Now
Enter the Keebler Spookie Find The Stripes Sweepstakes for a chance to win the grand prize and additional prizes. This official Keebler promotion is open only to legal residents of the 50 United States and Washington, DC who are 18 years or older and have a valid email address. Participants may submit up to six entries per household, with each entry counted toward a random drawing. No purchase is required. See the official rules for full details.
The promotion awards prizes totaling an Approximate Retail Value (ARV) of $7,560. The Grand Prize is a 3-day VIP Experience to the Nashville Zoo for four guests. It includes airfare, a two-night hotel stay, a backstage tour, adventure passes, and a $1,000 check, totaling an ARV of $4,260. Six secondary winners receive a one-year family zoo membership and a behind-the-scenes experience. These $550 local prizes apply to zoos in Nashville, Kansas City, Phoenix, Minnesota, Houston, and Chicago.
Win $7,560 in value – Keebler Spookie Find The Stripes Sweepstakes - Enter Now
