What was Frank Sinatra's last leading role in a theatrical film?

Frank Sinatra’s last leading role in a theatrical film was The First Deadly Sin. Released in 1980, the crime thriller stars Sinatra as Edward X. Delaney, a veteran New York City homicide detective investigating a series of murders while coping with his wife’s serious illness. Faye Dunaway plays Barbara Delaney, and the film was directed by Brian G. Hutton.

The movie was based on Lawrence Sanders’s 1973 novel and was produced by Sinatra through his company, Artanis. It premiered in New York City at the Loew’s State Theatre on October 23, 1980, during a benefit for Cabrini Medical Center, which also appears as a filming location. The film is notable for featuring Bruce Willis in his first film appearance, as an uncredited extra.

People sometimes confuse Sinatra’s last leading role with his later appearances in films such as Cannonball Run II, released in 1984. That movie featured him in a supporting ensemble role, while The First Deadly Sin was his final starring performance.