Ralph Foody, who was the gangster in the movies Kevin watches in Home Alone (1990) and Home Alone 2: Lost in New 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 Mermaids (1990). But Ricci was unavailable as she was busy shooting The Addams Family (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.