ESPN Chicago Contests

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Quarterback Carousel

Are you skeptical of the quarterback situation in Chicago? Well we want to help ease some of the tension and reward you if the football team makes a change at […]

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Season of the Southsiders

Chicago’s Southsiders have high expectations this year and Tito’s Handmade Vodka wants to make things even more exciting for you. Listen to Waddle & Silvy each Wednesday as long as […]

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Chicago’s Best Baseball Bars

After months of patiently waiting, baseball is underway. To celebrate the game of baseball this year, we’ve teamed up with Sam Adams to promote some of the best baseball bars […]

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The Skrewball Sign-Off Contest

Our friends at Skrewball Whiskey want to help you get your weekend started off right through the rest of this year! Listen to Waddle & Silvy each Friday now through […]

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Woodbridge Heroes Contest

Do you know someone who has made a profound impact on their community? Tell us about them in 180 words or less because we would like to reward them for […]

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What’s At Steak

It’s gambling time! Every Thursday, Waddle & Silvy choose a game to bet on. Follow @ESPN1000 on Twitter to find out the game and tweet us what item you own […]

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Would You Rather

Every Tuesday, you have a chance to submit a Would You Rather question on Twitter by using the hashtag #WSWouldYouRather. Waddle & Silvy will read the best submissions at 4:30p […]

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