Matt falls for Casey, the new girl in school. She's fun-loving and eccentric, but there's a darkness to her whimsy that Matt can't begin to comprehend. When Casey attempts to commit suicide, her parents place her in a mental institution. Matt springs her out, and together the young lovers head on a road trip. They believe their love can "cure" Casey's problems. Matt starts to wonder, though, if are they inspired or misguided.
Chris O'Donnell
as Matt Leland
Drew Barrymore
as Casey Roberts
Matthew Lillard
as Eric
Richard Chaim
as Duncan
Robert Nadir
as Coach
Joan Allen
as Margaret Roberts
Jude Ciccolella
as Richard Roberts
Amy Sakasitz
as Joanna Leland
T.J. Lowther
as Adam Leland
Kevin Dunn
as Clifford Leland
Sharon Collar
as Librarian
Selene H. Vigil
as Singer