Ralph Foody, who was the gangster in the movies Kevin watches in Esqueceram de Mim (1990) and Esqueceram de Mim 2: Perdido em Nova York (1992), is the homeless man who steals the ring and sells it to the pawn shop.
John Hughes' final film as a director. He would continue to work as a screenwriter and producer until his death in 2009.
Christina Ricci was John Hughes' first choice for the role of Curly Sue after Hughes had seen her in Minha Mãe é uma Sereia (1990). But Ricci was unavailable as she was busy shooting A Família Addams (1991).
According to Kelly Lynch, Jim Belushi and John Hughes did not get along and argued constantly. Production was shut down for a while because Belushi refused to come to the set.