Southwest Airlines Runway to Wrigley Sweepstakes 2026 – Win a Chicago Cubs Experience!

Step up to the plate for an unforgettable baseball adventure with the Southwest Airlines Runway to Wrigley Sweepstakes. One lucky winner and a guest will receive an exciting Chicago Cubs game experience featuring Wrigley Field access, 50,000 Southwest Rapid Rewards points, exclusive memorabilia, and more. This ultimate MLB fan getaway offers the perfect opportunity to enjoy America’s favorite pastime at one of baseball’s most iconic stadiums. Enter today for your chance to experience the thrill of Wrigley Field and create lasting baseball memories.

Limit:

• Open to eligible U.S. residents age 18 or older, excluding Rhode Island. A valid email address and Rapid Rewards account are required.
• Limit one entry per person.

How to Enter Southwest Airlines Runway to Wrigley Sweepstakes

Online Entry Method:

Visit SouthwestCubsSweepstakes.com and complete the entry form with all required information. Submit the form to receive one entry into the Sweepstakes.

Southwest Chicago Cubs Experience Sweepstakes Winner Selection:

One winner will be selected in a random drawing on or about August 6, 2026, and notified by phone and/or email approximately 72 hours after the drawing.

Southwest Airlines Baseball Giveaway 2026 Prizes:

One Grand Prize Winner Will Win a Prize Package Including:

• Two tickets for two to attend the August 7, 2026 Chicago Cubs home game or another 2026 regular season home game in Chicago, Illinois
• Wrigley Field Scoreboard viewing experience for one inning during the selected game
• 50,000 Southwest Airlines Rapid Rewards bonus points
• One-night hotel stay at Hotel Zachary or similar property
• One Pete Crow-Armstrong autographed jersey
• One Pete Crow-Armstrong autographed baseball
• One Pete Crow-Armstrong autographed baseball card
• One Chicago Cubs X Southwest hat and pin

Approximate Retail Value (ARV): $3,052.41