The opening sequence in the film was originally supposed to take place on a boat. During a location scout, they found the airplane set, and decided to revise the script. As it turns out, the original boat sequence was originally inspired by the airplane sequence in Twilight Zone: The Movie (1983).
The snow storm seen in the film was completely unexpected, as the filmmakers were unaware that it would happen. This is ironic considering that the first Urban Legend (1998) was originally intended to take place during the winter.
Since the campus used as Alpine University in the film didn't have an actual bell tower, a one hundred fifty foot tower was built at an estimated one hundred fifty thousand dollars. All of the interiors were done on a separate stage and the bell was papier-mâché.
Reached number one at the box office opening weekend with a mere gross of $8,505,513. Despite this, the film still flopped, leading to the third film, Urban Legends: Bloody Mary (2005) being released straight-to-video.
The sequence with Lisa (Jacinda Barrett), Trevor (Matthew Davis), and Toby (Anson Mount) at the bar shortly before her death was a reshoot. It was filmed several months after principal photography was completed. It was decided after the film was done, that a death scene needed to occur much earlier in the film to add a sense of danger. This is why the character is never mentioned before or after her appearance. Anson Mount had to wear a wig during this sequence, because he had cut his hair significantly since.
Jessica Cauffiel (Sandra) is the second character to die and is set to go to Los Angeles the day after she is killed, which is why no one questions her disappearance. Cauffiel also appeared in the movie Valentine (2001), where her character is the second to die and also set to go to Los Angeles the day after her death.
Sandra (Jessica Cauffiel), prior to her on-set death in this movie, was to appear as a coma patient on ER (1994). Ironically, Vanessa Valdeon (portrayed by Eva Mendes) appeared on an episode of ER (1994).