Cast

· John Candy as Buck Russell: He is a very clumsy but caring person. He loves bowling, and has a personalised gold bowling ball. He lives in Chicago.
· Jean Louisa Kelly as Tia Russell: the oldest of the three Russell children. Tia has a rebellious personality, mainly because the family moved to Chicago, while she wanted to stay in Indianapolis. Her boyfriend is Bug.
· Macaulay Culkin as Miles Russell: the middle and only male child. He claims that a 6th grade bully chased him out of school because he is new.
· Gaby Hoffmann as Maizy Russell: the youngest child. She is rumored to be a troublemaker like Tia. She is the sister of Tia and Miles Russell.
· Amy Madigan as Chanice Kobolowski: Buck's girlfriend of eight years. She runs Kobolowski Tires, where Buck was supposed to begin working when he was asked to babysit.
· Garrett M. Brown as Bob Russell: the father of Maizy, Miles, and Tia, and Buck's brother.
· Elaine Bromka as Cindy Russell: the mother. She does not like her brother-in-law, Buck.
· Laurie Metcalf as Marcie Dahlgren-Frost: the Russells' neighbor. She has been married at least twice, and doesn't want her married name (Frost) to be lost in marriage.
· Jay Underwood as Bug: Tia's boyfriend. He is only interested in getting her into bed, which makes him an enemy of Buck.