Macaulay Culkin and Elijah Wood became very close friends during production, and remain so to this day.
The cigarette that Mark and Henry smoke was a tube filled with dried parsley and lettuce leaves.
Richard and Connie are played by Macaulay Culkin's real-life brother, Rory Culkin, and sister, Quinn Culkin.
Jesse Bradford was originally slated to play Henry. Macaulay Culkin's father wanted his son to star, saying he would pull Macaulay out of Home Alone 2: Lost in New York (1992) if he wasn't cast in this movie. Fox agreed due to Macaulay's bankability.