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WTTW’s 2025 Be a Winner Sweepstakes

It’s Time for WTTW’s 2025 Be a Winner Sweepstakes!

This is your chance to win some amazing prizes – vacations, home upgrades, experiences and activities, scooters, food and dining exploration, and the Grand Prize – a new 2026 Subaru Forester Hybrid. Every prize is generously donated, so your participation supports your favorite WTTW programs. Enter WTTW’s 2025 Be a Winner Sweepstakes for your chance to win!

Make sure to enter by June 2, 2025 for your chance to win the Spring Early Bird Prize – an IceBear MadDog street bike!

Thanks to: McGrath Evanston Subaru
Value: $48,000

Thanks to: Walter E. Smithe Furniture & Design
Value: $10,100

Thanks to: Walter E. Smithe Furniture
Value: $10,100

Thanks to: City Scooters
Value: $2,929
Enter by June 2, 2025 for your chance to win

Thanks to: City Scooters
Value: $2,929
Enter by June 2, 2025 for your chance to win

Glamp With Scamp

Thanks to: Scamp Trailers
Value: $30,000

Glamp With Scamp

Thanks to: Scamp Trailers
Value: $30,000

South American Odyssey

Thanks to: Road Scholar
Value: $20,000

South American Odyssey

Thanks to: Road Scholar
Value: $20,000

European Rail Adventure

Thanks to: Vacations by Rail
Value: $12,000

European Rail Adventure

Thanks to: Vacations by Rail
Value: $12,000

Luxury Artisan Rug

Thanks to: Oscar Isberian Rugs
Value: $6,500

Luxury Artisan Rug

Thanks to: Oscar Isberian Rugs
Value: $6,500

Enter the Wonderverse

Thanks to: Wonderverse
Value: $5,000

Enter the Wonderverse

Thanks to: Wonderverse
Value: $5,000

Walla Walla Wine Time

Thanks to: InquisiTours
2 Winners
Value: $3,699 per prize

Walla Walla Wine Time

Thanks to: InquisiTours
2 Winners
Value: $3,699 per prize

Carnivale Cocktail Party

Thanks to: Carnivale Chicago
2 Winners
Value: $2,500 per prize

Carnivale Cocktail Party

Thanks to: Carnivale Chicago
2 Winners
Value: $2,500 per prize

Icebear Vision Scooter

Thanks to: City Scooters
Value: $2,329

Icebear Vision Scooter

Thanks to: City Scooters
Value: $2,329

Icebear Ascend Bella Scooter

Thanks to: City Scooters
Value: $2,279

Icebear Ascend Bella Scooter

Thanks to: City Scooters
Value: $2,279

Chicago North Shore Getaway

Thanks to: Marriott Lincolnshire Resort
3 Winners
Value: $1,700 per prize

Chicago North Shore Getaway

Thanks to: Marriott Lincolnshire Resort
3 Winners
Value: $1,700 per prize

Fun Farm Party

Thanks to: Sonny Acres Farm
10 Winners
Value: $500 per prize

Fun Farm Party

Thanks to: Sonny Acres Farm
10 Winners
Value: $500 per prize

And so much more! Winning is wonderful, and entering is easy, so don’t wait. Enter WTTW’s 2025 Be a Winner Sweepstakes today! See the full list of what you could win here.

NO PURCHASE OR CONTRIBUTION NECESSARY. Contribution does not affect chances of winning. Limit of 20 total entries and 2 total Bonus Prize Ticket entries per household between 3/24/25 and 10/27/25. Open to residents of Illinois, Indiana, Wisconsin, and Michigan who are 18 years of age or older. Void where prohibited. Sweepstakes expires 10/27/2025. . Sponsor: Window to the World Communications, Inc.