This ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

List of Jack Benny Movies: Ranked Best To Worst

1. To Be or Not to Be (1942)
18
2
To Be or Not to Be
18
2

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.

As:
Cast
Role:
Joseph Tura
Director:
Ernst Lubitsch
Genres:
Comedy, War
Star Cast:
Carole Lombard, Lionel Atwill, Felix Bressart, Robert Stack
2. It's a Mad Mad Mad Mad World (1963)
12
2
It's a Mad Mad Mad Mad World
12
2

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. 

As:
Cast
Director:
Stanley Kramer
Genres:
Adventure, Action, Comedy, Crime
4. George Washington Slept Here (1942)
15
2
George Washington Slept Here
15
2
As:
Cast
Role:
Bill Fuller
Director:
William Keighley
Genres:
Comedy
Star Cast:
Hattie McDaniel, Percy Kilbride, Ann Sheridan, Charles Coburn
5. Gypsy (1962)
10
2
Gypsy
TV-PG
10
2
As:
Cast
Director:
Mervyn LeRoy
Genres:
Comedy, Biography, Musical, Drama
Star Cast:
Natalie Wood, Karl Malden, Rosalind Russell, Betty Bruce, Paul Wallace
6. Buck Benny Rides Again (1940)
12
2
Buck Benny Rides Again
12
2
As:
Cast
Role:
Jack Benny
Director:
Mark Sandrich
Genres:
Musical, Comedy, Western
Star Cast:
Fred Allen, Andy Devine, Phil Harris, Ellen Drew
7. Somebody Loves Me (1952)
10
2
Somebody Loves Me
10
2
As:
Cast
Director:
Irving Brecher
Genres:
Romance, Biography, Musical
Star Cast:
Betty Hutton, Adele Jergens, Robert Keith, Ralph Meeker
8. Charley's Aunt (1941)
12
3
Charley's Aunt
12
3

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. 

As:
Cast
Role:
Babbs Babberley
Director:
Archie Mayo
Genres:
Comedy, Romance
Star Cast:
Anne Baxter, Edmund Gwenn, Kay Francis, James Ellison
9. It's in the Bag! (1945)
10
2
It's in the Bag!
10
2

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. 

As:
Cast
Role:
Jack Benny
Director:
Richard Wallace
Genres:
Comedy
Star Cast:
John Carradine, Don Ameche, Fred Allen, Victor Moore
10. The Horn Blows at Midnight (1945)
14
2
The Horn Blows at Midnight
14
2
As:
Cast
Role:
Athanael
Director:
Raoul Walsh
Genres:
Comedy, Music, Fantasy
Star Cast:
Alexis Smith, Reginald Gardiner, Allyn Joslyn, Dolores Moran
11. The Great Lover (1949)
11
2
The Great Lover
11
2

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. 

As:
Cast
Director:
Alexander Hall
Genres:
Thriller, Romance, Musical, Comedy
Star Cast:
George Reeves, Bob Hope, Roland Young, Roland Culver
12. Who Was That Lady? (1960)
10
2
Who Was That Lady?
10
2

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.

As:
Cast
Director:
George Sidney
Genres:
Comedy, Romance
Star Cast:
13. Beau James (1957)
10
2
Beau James
10
2

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.

As:
Cast
Director:
Melville Shavelson
Genres:
Biography, Drama
Star Cast:
14. Man About Town (1939)
10
2
Man About Town
10
2
As:
Cast
Role:
Bob Temple
Director:
Mark Sandrich
Genres:
Comedy, Musical
Star Cast:
Betty Grable, Edward Arnold, Binnie Barnes, Dorothy Lamour
15. The Lucky Stiff (1949)
10
2
The Lucky Stiff
10
2
As:
Producer
Director:
Lewis R. Foster
Genres:
Crime, Comedy
Star Cast:
Marjorie Rambeau, Claire Trevor, Irene Hervey, Brian Donlevy, Dorothy Lamour
17. Broadway Melody of 1936 (1935)
10
2
Broadway Melody of 1936
10
2
As:
Cast
Role:
Bert Keeler
Director:
Roy Del Ruth, W.S. Van Dyke
Genres:
Romance, Musical
Star Cast:
Buddy Ebsen, Una Merkel, Sid Silvers, Eleanor Powell, Robert Taylor
18. The Meanest Man in the World (1943)
11
2
The Meanest Man in the World
11
2
As:
Cast
Role:
Richard Clarke
Director:
Sidney Lanfield
Genres:
Comedy
Star Cast:
Edmund Gwenn, Priscilla Lane, Eddie 'Rochester' Anderson, Matt Briggs
20. Chasing Rainbows (1930)
9
2
Chasing Rainbows
9
2
As:
Cast
Role:
Eddie Rock
Director:
Charles Reisner
Genres:
Comedy, Drama, Musical, Romance
Star Cast:
George K. Arthur, Polly Moran, Bessie Love, Charles King
21. Artists and Models Abroad (1938)
9
2
Artists and Models Abroad
9
2
As:
Cast
Role:
Buck Boswell
Director:
Mitchell Leisen
Genres:
Comedy, Musical, Romance
Star Cast:
Joan Bennett, Charley Grapewin, Mary Boland, Club Boys The Yacht
22. Transatlantic Merry-Go-Round (1934)
9
2
Transatlantic Merry-Go-Round
9
2
As:
Cast
Role:
Chad Denby
Director:
Benjamin Stoloff
Genres:
Romance, Musical, Mystery, Comedy
Star Cast:
Nancy Carroll, Mitzi Green, Gene Raymond, Sydney Howard
23. Children of Pleasure (1930)
9
2
Children of Pleasure
9
2
As:
Cast
Director:
Harry Beaumont
Genres:
Comedy, Musical, Romance
Star Cast:
Lawrence Gray, Kenneth Thomson, Wynne Gibson, Judith Wood
24. Artists & Models (1937)
9
2
Artists & Models
9
2
As:
Cast
Role:
Mac Brewster
Director:
Raoul Walsh
Genres:
Musical, Comedy
Star Cast:
Richard Arlen, Gail Patrick, Ida Lupino, Ben Blue
25. The Big Broadcast of 1937 (1936)
9
2
The Big Broadcast of 1937
9
2

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.

As:
Cast
Role:
Jack Carson
Director:
Mitchell Leisen
Genres:
Musical, Comedy
Star Cast:
Ray Milland, George Burns, Gracie Allen, Bob Burns
26. College Holiday (1936)
9
2
College Holiday
9
2

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.

As:
Cast
Role:
J. Davis Bowster
Director:
Frank Tuttle
Genres:
Comedy, Musical
Star Cast:
George Burns, Gracie Allen, Mary Boland, Martha Raye
27. A Broadway Romeo (1931)
9
2
A Broadway Romeo
9
2
As:
Cast
Role:
Jack Benny
Director:
Mort Blumenstock
Genres:
Comedy, Short
Star Cast:
Estelle Brody, Tammany Young, Walter Wilson
28. Taxi Tangle (1931)
9
2
Taxi Tangle
9
2
As:
Cast
Role:
Jack Benny
Director:
Aubrey Scotto
Genres:
Comedy, Short
Star Cast:
Tammany Young, Walter Wilson, Francetta Malloy
29. Cab Waiting (1931)
9
2
Cab Waiting
9
2
As:
Cast
Role:
Jack Benny
Director:
Norman Taurog
Genres:
Comedy, Short
Star Cast:
Walter Wilson, June O'Dea
30. The Rounder (1930)
8
2
The Rounder
8
2
As:
Cast
Role:
Mr. Bartlett
Director:
J.C. Nugent
Genres:
Short, Comedy
Star Cast:
George K. Arthur, Polly Moran, Dorothy Sebastian, Paul Kruger
31. It's in the Air (1935)
8
2
It's in the Air
8
2
As:
Cast
Role:
Calvin Churchill
Director:
Charles Reisner
Genres:
Sport, Comedy
Star Cast:
Una Merkel, Mary Carlisle, Ted Healy, Nat Pendleton
32. Lord Byron of Broadway (1930)
8
2
Lord Byron of Broadway
8
2
As:
Cast
Director:
William Nigh, Harry Beaumont
Genres:
Romance, Musical, Drama
Star Cast:
Gwen Lee, Cliff Edwards, Charles Kaley, Ethelind Terry
33. The Medicine Man (1930)
8
1
The Medicine Man
8
1
As:
Cast
Role:
Dr. John Harvey
Director:
Scott Pembroke
Genres:
Comedy, Romance
Star Cast:
E. Alyn Warren, Eva Novak, Betty Bronson, Billy Butts
34. Mr. Broadway (1933)
9
2
Mr. Broadway
9
2
As:
Cast
Director:
Johnnie Walker, Edgar G. Ulmer
Genres:
Comedy
Star Cast:
Ernst Lubitsch, Ruth Etting, Ed Sullivan, Jack Dempsey

TV Movie(s)

1. General Foods 25th Anniversary Show: A Salute to Rodgers and Hammerstein (1954)
13
2
General Foods 25th Anniversary Show: A Salute to Rodgers and Hammerstein
13
2
As:
Cast
Role:
Himself - Host
Director:
Ralph Levy
Genres:
History, Comedy, Musical
Star Cast:
Florence Henderson, Yul Brynner, Mary Martin, Anna Lee
2. The Slowest Gun in the West (1960)
11
2
The Slowest Gun in the West
11
2
As:
Cast
Role:
Chicken Finsterwald
Director:
Herschel Daugherty
Genres:
Western, Comedy
Star Cast:
Marion Ross, Lee Van Cleef, Phil Silvers, Ted de Corsia, Jack Elam
4. The All-Star Christmas Show (1958)
9
2
The All-Star Christmas Show
9
2
As:
Cast
Role:
Himself
Director:
Alan Handley, Norman Abbott, Bob Hultgren
Genres:
Comedy
Star Cast:
Louis Armstrong, June Allyson, Polly Bergen, Anna Maria Alberghetti
5. Kelsey Grammer Salutes Jack Benny (1995)
8
2
Kelsey Grammer Salutes Jack Benny
8
2
As:
Cast
Role:
Himself (archiveFootage)
Director:
Gary Halvorson
Genres:
Comedy, Documentary
Star Cast:
Kelsey Grammer, Dan Aykroyd, Ann-Margret, Merry Anders, Eddie 'Rochester' Anderson

Animation(s)

The Mouse That Jack Built (1959)
The Mouse That Jack Built
Plot:

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.  

As:
Cast
Role:
Jack (voice)
Director:
Robert McKimson
Genres:
Short, Animation, Comedy, Family
Star Cast:
Mel Blanc, Don Wilson, Eddie 'Rochester' Anderson, Mary Livingstone
The Mad, Mad, Mad Comedians (1970)
The Mad, Mad, Mad Comedians
As:
Cast
Role:
Himself (voice)
Director:
Jules Bass, Arthur Rankin Jr.
Genres:
Animation, Comedy
Star Cast:
Phyllis Diller, George Burns, George Jessel, Paul Frees
Love Thy Neighbor (1940)
Love Thy Neighbor
As:
Cast
Role:
Jack Benny
Director:
Mark Sandrich
Genres:
Animation, Comedy, Musical
Star Cast:
Mary Martin, Fred Allen, Verree Teasdale, Eddie 'Rochester' Anderson

TV Shows and Videos

The Jack Benny Program (1950)
The Jack Benny Program
As:
Cast, Producer
Role:
Jack Benny / ... (unknown episodes)
Director:
Frederick De Cordova, Ralph Levy, Norman Abbott, Seymour Berns, Don Weis
Genres:
Comedy
Awards:
Primetime Emmy Award for Best Actor in a Leading Role (Continuing Character) in a Comedy Series, Primetime Emmy Award for Best Continuing Performance (Male) in a Series by a Comedian, Singer, Host, Dancer, M.C., Announcer, Narrator, Panelist, or any Person who Essentially Plays Himself
The Gisele MacKenzie Show (1957)
The Gisele MacKenzie Show
As:
Producer
Genres:
Music, Comedy
Star Cast:
Axel Stordahl and His Orchestra, Randy Sparks, Gisele MacKenzie, Kids The Curfew, George DeWitt
The Irv Kupcinet Show (1953)
The Irv Kupcinet Show
As:
Cast
Role:
Himself (2 episodes, 1969)
Genres:
Talk-Show
Star Cast:
Sydney Pollack, Bob Hope, Patty Duke, Rich Little
The Funny Side (1971)
The Funny Side
As:
Cast
Director:
Clark Jones
Star Cast:
Cindy Williams, John Amos, Dick Clair, Teresa Graves, Warren Berlinger
The Kraft Music Hall (1967)
The Kraft Music Hall
As:
Cast
Director:
Dwight Hemion
Genres:
Music
Star Cast:
Anne Meara, Paul Lynde, Ed Herlihy
Kraft Music Hall Presents: The Des O'Connor Show (1970)
Kraft Music Hall Presents: The Des O'Connor Show
As:
Cast
Role:
Himself (2 episodes, 1971)
Genres:
Music, Comedy
Star Cast:
Connie Stevens, Des O'Connor, Jack Douglas, Joe Baker

Jack Benny Awards

Golden Globe Awards
Winner Television Achievement 1958
Primetime Emmy Awards
The Jack Benny Program Best Actor in a Leading Role (Continuing Character) in a Comedy Series 1959
The Jack Benny Program Best Continuing Performance (Male) in a Series by a Comedian, Singer, Host, Dancer, M.C., Announcer, Narrator, Panelist, or any Person who Essentially Plays Himself 1958