Some Like It Hot (1959)

Billy Wilder's 1959 masterpiece — set in Prohibition-era Chicago — has been voted the greatest comedy film ever made by the American Film Institute and holds a 97% Rotten Tomatoes score after 65 years. Jack Lemmon and Tony Curtis flee the mob in drag, joining Marilyn Monroe's all-girl band in what Roger Ebert called 'the most popular of all classic Hollywood comedies.'