9. The Bells Of St. Mary's
Bing is back in this 1945 comedy starring once again as irreverent Priest Father O'Malley (after 1944's Going My Way), whose friendly rivalry with a nun (played by Ingrid Bergman!) causes tension as they work to save a run-down parochial school. Bergman and Crosby both got Oscar nods for their performances in this entertaining comedy.