Ohio, Illinois Governors Place Bets Over Cubs-Indians SeriesBruce Rauner and John Kasich are betting cases of beer, pizza and other ballpark favorites on the World Series beginning Tuesday between the Cubs and the Indians.
Cubs-Cardinals Bet Doesn't Pay Off For Downstate Court ClerkEarly in the season, Moultrie County Circuit Court Clerk Cindy Braden bet DuPage County Circuit Court Clerk Chris Kachiroubas the Cardinals would beat the Cubs for the National League Central title.
Six Flags St. Louis Renames Roller Coaster After Cubs Thanks To Twitter BetPhotographic proof that the Twitter account for Six Flags St. Louis keeps its word when it loses a bet...
Loser Of Chicago Sports Bet Will Get Super-Humiliated On SundayThe general managers of two Chicago bars have a bet with each other on the Super Bowl. WBBM's Steve Miller explains.
Massachusetts Governor Pays Up On Bet With Governor QuinnIt was pay up time at the Greater Chicago Food Depository as Massachusetts Governor Deval Patrick returned to his hometown to settle his wager with Illinois Governor Pat Quinn.
How I'd Bet $100 On The Preakness StakesSince 2000, seven post-time favorites have won the Preakness. There is no doubt that this year’s post-time favorite will be Kentucky Derby winner Orb.
Is Quinn Reneging On Bears-Packers Bet With Wisconsin?It's not just Illinois state workers who claim Gov. Pat Quinn isn't following through on a deal. Wisconsin is still waiting on Quinn to honor the bet he lost when the Chicago Bears fell to the Green Bay Packers in the NFC championship game months ago.
Daley Offers Up Affy Tapples And Pizza In Wager With Atlanta MayorThe Bulls and the Hawks are set to begin their Eastern Conference Semifinal matchup on Monday. But before that happens, Mayor Richard M. Daley set the terms for his side for a friendly bet with Atlanta Mayor Kasim Reed.