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WTTW’s 2026 Be a Winner Sweepstakes

It’s Time for WTTW’s 2026 Be a Winner Sweepstakes!

This is your chance to win some spectacular prizes! Explore international vacations, home upgrades, local dining experiences, family activities, and our Grand Prize – a brand-new 2027 Subaru Crosstrek Hybrid.

Every prize is generously donated, so 100% of your contribution goes towards supporting your favorite WTTW programs. With so many awesome options in WTTW’s 2026 Be a Winner Sweepstakes, you’re bound to discover something special!

Make sure to enter by September 28, 2026 for your shot at the Fall Early Bird Prize – a Weber Summit Smart Gas Grill!

Pictured: 2026 Subaru Crosstek Hybrid

Grand Prize: 2027 Subaru Crosstrek Hybrid

Thanks to: McGrath Evanston Subaru
Value: $36,000

Expertly Designed Home Makeover

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

Bonus Prize – Walter E. Smithe
Bonus Prize – Walter E. Smithe

Expertly Designed Home Makeover

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

Fall Early Bird Prize: Weber Summit Smart Gas Grill

Fall Early Bird Prize: Weber Summit Smart Gas Grill

Thanks to: Weber LLC
Value: $5,299
Enter by September 28, 2026 for your chance to win

Fall Early Bird Prize: Weber Summit Smart Gas Grill

Fall Early Bird Prize: Weber Summit Smart Gas Grill

Thanks to: Weber LLC
Value: $5,299
Enter by October 6, 2026 for your chance to win

African Safari Adventure

Thanks to: Road Scholar
Value: $21,800

African Safari Adventure
African Safari Adventure

African Safari Adventure

Thanks to: Road Scholar
Value: $21,800

Handwoven Statement Piece

Handwoven Statement Piece

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

Handwoven Statement Piece

Handwoven Statement Piece

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

Countryside Private Party

Thanks to: The Barn on North
Value: $5,000

Countryside Private Party
Countryside Private Party

Countryside Private Party

Thanks to: The Barn on North
Value: $5,000

Private Pan-Latin Celebration

Private Pan-Latin Celebration

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

Private Pan-Latin Celebration

Private Pan-Latin Celebration

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

Find Your Fitness

Thanks to: Fitness Formula Clubs
Value: $2,718

Find Your Fitness
Find Your Fitness

Find Your Fitness

Thanks to: Fitness Formula Clubs
Value: $2,718

Cabinet Upgrade

Cabinet Upgrade

Thanks to: Home Carpet One
Value: $2,500

Cabinet Upgrade

Cabinet Upgrade

Thanks to: Home Carpet One
Value: $2,500

Pour & Create

Thanks to: Edgewater Candles
4 WINNERS
Value: $700 per prize

Pour & Create
Pour & Create

Pour & Create

Thanks to: Edgewater Candles
4 WINNERS
Value: $700 per prize

Atlas Adventure Pack

Atlas Adventure Pack

Thanks to: Rand McNally Publishing
10 WINNERS
Value: $267 per prize

Atlas Adventure Pack

Atlas Adventure Pack

Thanks to: Rand McNally Publishing
10 WINNERS
Value: $267 per prize

And so much more! Entering is easy, and winning is wonderful, so don’t wait. Enter WTTW’s 2026 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 3/26/26 and 10/26/26. Open to residents of Illinois, Indiana, Wisconsin, and Michigan who are 18 years of age or older. Void where prohibited. Sweepstakes expires 10/26/2026. . Sponsor: Window to the World Communications, Inc.