Franny's Mother, played by Joanna Gleason, sings very badly in the movie and is asked numerous times by her daughter not to sing. In fact, Gleason has a very good singing voice and has appeared in several Broadway musicals, including "Into the Woods" for which she won the 1988 Tony Award for Best Actress in a Musical.
Bree Turner, who plays the bride needing comforting by Jennifer Lopez at the beginning of the movie, also opened another wedding movie, as a bridesmaid in the opening title sequence performance in O Casamento do Meu Melhor Amigo (1997). Fan theories claim it was her playing the same character, still unlucky in love.
Brendan Fraser was set to play the role of Dr. Steve/Eddie, but scheduling conflicts with filming the movie Endiabrado (2000) prevented him.
Jennifer Love Hewitt was developing a separate film with the same premise for her to star in but was forced to cancel the project when this film was released.
In an early scene in Matthew McConaughey's office, he indicates a framed picture of his "sister". The prop is actually a picture of associate producer and choreographer Anne Fletcher, who had a scene in the movie that was cut.