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A brash, cocky high school senior, tired of skipping school to spend a boring day at home, is determined to enjoy an epic day roaring around his favorite Chicago sites, enlisting his best friend and girlfriend to join him on the adventure.

A hard-nosed Chicago journalist has an unlikely love affair with an eagle researcher.

In this sequel to "Knock On Any Door", the residents of a Chicago tenement building band together to insure that the son of Nick Romano does not follow in his father's footsteps...to the electric chair.

A lawyer's wife starts an affair with a mobster but is confronted by his other flame who ends up murdered and the adulterous wife is set up to take the blame for the killing.

Guests (from various Chicago sites): --Charlton Heston at Northwestern University. Ed talks with Heston about his days at Northwestern. Heston recites the Carl Sandburg poem "Chicago." --Mahalia Jackson (gospel singer) sings "How Great Thou Art" to group of children. --Benny Goodman (clarinetist) - "Running Wild" and, at the Art Institute, plays with Chicago's Fine Arts String Quartet. --Bob Newhart (stand-up comedy routine: school for bus drivers,Chicago) Segment probably filmed at Loyola University. --Edgar Bergen (ventriloquist, with Charlie McCarthy) - Bergen wears a Viking helmet while they tell a story about the Vikings. --Delores Gray (musical-comedy star) - "Alexander's Ragtime Band" --The Swe-Danes (vocal-instrumental trio) - "The Swe-Dane Shuffle" and "Cukoo Bird" -- Medinan Black Horse Troop (Black Horse Guards) - equestrian troupe ride in a formation parade. Throughout the program Sullivan visits different Chicago sites: Ed walks through O'Hare Airport and shows footage of Butch O'Hare in Navy plane; Hull House; Colorado Cowboys at Stock Yard; footage of Johnny Weismuller at swimming pool; the Chicago water tower shown; Ed talks about the 1871 Chicago fire; aerial footage of stock yards; livestock auction; and the Chicago Art Institute.