Southwest Airlines Runway to Wrigley Sweepstakes
Enter the Southwest Airlines Runway to Wrigley Sweepstakes for a chance to win a Chicago Cubs game trip, hotel stay, and signed memorabilia.
Sports fans have the opportunity to experience a professional baseball game in style through the Southwest Airlines Runway to Wrigley Sweepstakes. Sponsored by Southwest Airlines, this promotion offers baseball enthusiasts a chance to win an unforgettable trip to Chicago to see the Cubs play live.
Entry Details
To participate in the sweepstakes, individuals must fill out an online entry form. Setting up a free Southwest Airlines Rapid Rewards account is required to complete the submission, as applicants must provide their active membership number on the form. There is a limit of a single entry per person for the duration of the promotion.
The giveaway is open to adults living in the United States, excluding Rhode Island, who are at least 18 years of age. All entries must be submitted before the final deadline on August 5, 2026.
The Grand Prize features a Chicago trip for two, which includes two tickets to a Chicago Cubs regular-season home game, a scoreboard viewing experience at Wrigley Field, a one-night hotel stay, and 50,000 Southwest Airlines Rapid Rewards bonus points to assist with travel. The lucky winner will also receive standard memorabilia consisting of a custom hat and pin, along with premium autographed items from Pete Crow-Armstrong, including a signed jersey, a signed baseball, and a signed baseball card.
Those interested can find more information and enter on the official giveaway page.
