39 Jack Benny Movies, Ranked Best to Worst

This war comedy film takes us to the time of the Second World War, when the Nazis had occupied Poland. The film revolves around an acting troupe who gets involved in a Polish soldier’s attempts in tracking down a Nazi spy.

This action adventure comedy film revolves around a group of greedy people who hear about a hidden stash of loot. Soon they embark on an adventurous journey through the countryside in search of the buried treasure. 

Gypsy is a musical comedy drama film which tells the story of an aggressive and domineering woman named Rose Hovick, who will stop at nothing to turn her beautiful and gifted daughter June into a vaudeville star. Eventually, after some years, June feels tired of being controlled by her mother, and she elopes with a guy named Gerry. Rose is devastated, and she pours all her energy into her older daughter Louise, despite the fact that she is not as skilled as June.

Charlie’s Aunt is an American comedy film, which revolves around two Oxford students who force a friend of theirs to pose as an aunt from Brazil. 

A millionaire leaves his fortune for Fred, a flea circus manager, and his grand nephew, just before he is murdered. Now, all Fred needs to do is locate the chair in which the money is hidden. 

The Great Lover is a romantic comedy thriller film, which tells the story of an inept schoolmaster who tries to flirt with a duchess while they are on a cruise. However, he is unaware of the fact that a killer is after him. 

Ann Wilson sees her husband David, a university chemistry professor, kissing another woman and in fury seeks divorce. At the advice of his friend Mike, David lies to Ann claiming that he is an FBI officer and was working on his mission. Ann is excited, a bit too much perhaps. What follows is a series of trouble where even the FBI, the CIA and the KGB get involved.

The biopic is about the life of controversial New York City Mayor, James Walker. After a landslide victory, state senator Walker becomes Mayor of NYC in 1926. Though popular with masses, his practice of accepting bribes and favors gives his opponents a chance to question his administration’s integrity. His estrangement with wife Allie and romantic affair with Betty Compton accelerates his decline.

Ruthlessly dedicated Hollywood agent Jack Giamoro has a tendency to neglect his wife and worship his work. Soon Giamoro finds that his wife, Nina, is going around with an emerging actor. Giamoro enrolls himself in a self-help course. He starts maintaining a diary that consists of tell-all account of his personal and professional life. But, unfortunately that diary makes way into the hands of Barbi, a freelance writer. The challenge for Giamoro is to get the diary back anyhow, in order to avert a big scandal.

Gordon is a Broadway producer who is working on his new Broadway show, but unfortunately he finds himself short of funds. His former high school sweetheart Irene Foster tries to convince him to give her a role, and in exchange, she would back his show. However, Gordon refuses her offer. Therefore, she impersonates a French dancer in order to get a role in the show.

The Big Broadcast of 1937 is a musical comedy film which revolves around a failing radio station which needs to put on a ratings winner in order to have any chance of continued operation.

College Holiday is a musical comedy film which revolves around a woman hotelier who invites few young men to spend the summer. However, the men are not aware of the fact that they have been chosen to be guinea pigs in an eugenics experiment.

Charles Kaley is a composer who uses his real love stories for creative inspiration. He repeats this process with several girls whom he uses to date. Things take a turn when he meets and gets married to a woman named Marion Shilling.  

Danny is an acclaimed singer and songwriter, who falls in love with a socialite girl. However, he is shocked when he soon comes to know that she is having an affair with another man, and she doesn’t want her marriage to Danny to cause problems to this relationship.

This animated short film was based on the popular radio-TV series, The Jack Benny Program. The short film acts as a regular episode of the show; the only difference is that the entire cast is shown as mice.