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On the way to new York, the cast stop off in Chicago to do a show. Jack jokes with Don about the recent contest about Hating Jack Benny that ended just a couple months ago. With being so close to his hometown, Mary enters to tease Jack about his friends and family from Waukegan. Phil enters to talk about the brown out in Chicago, and the drinking habits of the band. Dennis enters to add to the topic of the brown out. The quiz kids enter to challenge Jack and the cast to a battle of wits, but first, Dennis sings, Sweet Mother of Mine.
Before the contest begins, Rochester phones in with trouble with hotel accommodations. Jack is the quizmaster, and the cast face off with the kids. Each gives their credentials, and the area of their strong suit. With questions stacked so the kids get the hard ones, the cast still have a hard time with the easy question.
The kids prove they can be both smart and funny, while the cast prove they can be funny and… well let’s just stick with funny.