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)
22
2
To Be or Not to Be
22
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.

Role:
Joseph Tura
Starring:
Carole Lombard, Lionel Atwill, Felix Bressart, Robert Stack
Directed By:
Ernst Lubitsch
4. George Washington Slept Here (1942)
16
2
George Washington Slept Here
16
2
Role:
Bill Fuller
Starring:
Hattie McDaniel, Percy Kilbride, Ann Sheridan, Charles Coburn
Directed By:
William Keighley
5. The Horn Blows at Midnight (1945)
21
2
The Horn Blows at Midnight
21
2
Role:
Athanael
Starring:
Alexis Smith, Reginald Gardiner, Allyn Joslyn, Dolores Moran
Directed By:
Raoul Walsh
6. Buck Benny Rides Again (1940)
14
2
Buck Benny Rides Again
14
2
Role:
Jack Benny
Starring:
Fred Allen, Andy Devine, Phil Harris, Ellen Drew
Directed By:
Mark Sandrich
7. Gypsy (1962)
11
3
Gypsy
TV-PG
11
3

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.

Starring:
Natalie Wood, Rosalind Russell, Karl Malden, Betty Bruce, Paul Wallace
Directed By:
Mervyn LeRoy
8. Somebody Loves Me (1952)
10
2
Somebody Loves Me
10
2
Starring:
Betty Hutton, Adele Jergens, Robert Keith, Ralph Meeker
Directed By:
Irving Brecher
9. 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. 

Role:
Babbs Babberley
Starring:
Anne Baxter, Edmund Gwenn, Kay Francis, James Ellison
Directed By:
Archie Mayo
10. 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. 

Role:
Jack Benny
Starring:
John Carradine, Don Ameche, Fred Allen, Victor Moore
Directed By:
Richard Wallace
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. 

Starring:
Bob Hope, George Reeves, Roland Young, Roland Culver
Directed By:
Alexander Hall
12. Who Was That Lady? (1960)
11
2
Who Was That Lady?
11
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.

Starring:
Tony Curtis, Dean Martin, Janet Leigh, James Whitmore, John McIntire
Directed By:
George Sidney
13. Beau James (1957)
11
2
Beau James
11
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.

Starring:
Jimmy Durante, Bob Hope, Alexis Smith, Paul Douglas
Directed By:
Melville Shavelson
14. Man About Town (1939)
10
2
Man About Town
10
2

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.

Role:
Bob Temple
Starring:
Betty Grable, Edward Arnold, Binnie Barnes, Dorothy Lamour
Directed By:
Mark Sandrich
15. The Lucky Stiff (1949)
10
2
The Lucky Stiff
10
2
Starring:
Marjorie Rambeau, Claire Trevor, Irene Hervey, Brian Donlevy, Dorothy Lamour
Directed By:
Lewis R. Foster
16. A Guide for the Married Man (1967)
11
2
A Guide for the Married Man
PG
11
2
Starring:
Walter Matthau, Jayne Mansfield, Inger Stevens, Majel Barrett, Art Carney, Sid Caesar, Lucille Ball
Directed By:
17. Broadway Melody of 1936 (1935)
10
2
Broadway Melody of 1936
10
2

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.

Role:
Bert Keeler
Starring:
Buddy Ebsen, Una Merkel, Sid Silvers, Eleanor Powell, Robert Taylor
Directed By:
Roy Del Ruth, W.S. Van Dyke
18. The Meanest Man in the World (1943)
12
2
The Meanest Man in the World
12
2
Role:
Richard Clarke
Starring:
Edmund Gwenn, Priscilla Lane, Eddie 'Rochester' Anderson, Matt Briggs
Directed By:
Sidney Lanfield
19. Without Reservations (1946)
10
2
Without Reservations
10
2
Starring:
Claudette Colbert, Raymond Burr, Cary Grant, John Wayne, Phil Brown, Don DeFore
Directed By:
Mervyn LeRoy
20. Chasing Rainbows (1930)
9
2
Chasing Rainbows
9
2
Role:
Eddie Rock
Starring:
George K. Arthur, Polly Moran, Bessie Love, Charles King
Directed By:
Charles Reisner
21. Artists and Models Abroad (1938)
9
2
Artists and Models Abroad
9
2
Role:
Buck Boswell
Starring:
Joan Bennett, Charley Grapewin, Mary Boland, Club Boys The Yacht
Directed By:
Mitchell Leisen
22. Transatlantic Merry-Go-Round (1934)
9
2
Transatlantic Merry-Go-Round
9
2
Role:
Chad Denby
Starring:
Nancy Carroll, Mitzi Green, Gene Raymond, Sydney Howard
Directed By:
Benjamin Stoloff
23. Artists & Models (1937)
9
2
Artists & Models
9
2
Role:
Mac Brewster
Starring:
Richard Arlen, Gail Patrick, Ida Lupino, Ben Blue
Directed By:
Raoul Walsh
24. 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.

Role:
Jack Carson
Starring:
Gracie Allen, Ray Milland, George Burns, Bob Burns
Directed By:
Mitchell Leisen
25. 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.

Role:
J. Davis Bowster
Starring:
Gracie Allen, George Burns, Mary Boland, Martha Raye
Directed By:
Frank Tuttle
26. A Broadway Romeo (1931)
9
2
A Broadway Romeo
9
2
Role:
Jack Benny
Starring:
Estelle Brody, Tammany Young, Walter Wilson
Directed By:
Mort Blumenstock
27. Taxi Tangle (1931)
9
2
Taxi Tangle
9
2
Role:
Jack Benny
Starring:
Tammany Young, Walter Wilson, Francetta Malloy
Directed By:
Aubrey Scotto
28. Cab Waiting (1931)
9
2
Cab Waiting
9
2
Role:
Jack Benny
Starring:
Walter Wilson, June O'Dea
Directed By:
Norman Taurog
29. The Hollywood Revue of 1929 (1929)
9
2
The Hollywood Revue of 1929
9
2
Role:
Self - Master of Ceremonies
Starring:
Norma Shearer, Joan Crawford
30. The Rounder (1930)
8
2
The Rounder
8
2
Role:
Mr. Bartlett
Starring:
George K. Arthur, Polly Moran, Dorothy Sebastian, Paul Kruger
Directed By:
J.C. Nugent
31. It's in the Air (1935)
8
2
It's in the Air
8
2
Role:
Calvin Churchill
Starring:
Una Merkel, Mary Carlisle, Ted Healy, Nat Pendleton
Directed By:
Charles Reisner
32. Lord Byron of Broadway (1930)
8
2
Lord Byron of Broadway
8
2

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.  

Starring:
Gwen Lee, Cliff Edwards, Charles Kaley, Ethelind Terry
Directed By:
William Nigh, Harry Beaumont
33. The Medicine Man (1930)
8
1
The Medicine Man
8
1
Role:
Dr. John Harvey
Starring:
E. Alyn Warren, Eva Novak, Betty Bronson, Billy Butts
Directed By:
Scott Pembroke
34. Children of Pleasure (1930)
0
0
Children of Pleasure
0
0

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.

Role:
Jack - Radio Performer (uncredited)
Starring:
Lawrence Gray, Kenneth Thomson, Wynne Gibson, Judith Wood
Directed By:
Harry Beaumont
35. Mr. Broadway (1933)
9
2
Mr. Broadway
9
2
Starring:
Ernst Lubitsch, Ruth Etting, Ed Sullivan, Jack Dempsey
Directed By:
Johnnie Walker, Edgar G. Ulmer

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
Role:
Himself - Host
Starring:
Florence Henderson, Yul Brynner, Mary Martin, Anna Lee
Directed By:
Ralph Levy
2. The Slowest Gun in the West (1960)
11
2
The Slowest Gun in the West
11
2
Role:
Chicken Finsterwald
Starring:
Marion Ross, Lee Van Cleef, Phil Silvers, Ted de Corsia, Jack Elam
Directed By:
Herschel Daugherty
3. Swing Out, Sweet Land (1970)
11
2
Swing Out, Sweet Land
11
2
Role:
Man Who Finds Silver Dollar
Starring:
Patrick Wayne, Ann-Margret, Phyllis Diller, Lorne Greene, Red Skelton, Celeste Holm, Michael Landon
Directed By:
Stan Harris
4. The All-Star Christmas Show (1958)
9
2
The All-Star Christmas Show
9
2
Role:
Himself
Starring:
Louis Armstrong, June Allyson, Polly Bergen, Anna Maria Alberghetti
Directed By:
Alan Handley, Norman Abbott, Bob Hultgren
5. Kelsey Grammer Salutes Jack Benny (1995)
9
2
Kelsey Grammer Salutes Jack Benny
9
2
Role:
Himself (archiveFootage)
Starring:
Kelsey Grammer, Dan Aykroyd, Ann-Margret, Merry Anders, Eddie 'Rochester' Anderson
Directed By:
Gary Halvorson

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.  

Role:
Jack (voice)
Starring:
Mel Blanc, Don Wilson, Eddie 'Rochester' Anderson, Mary Livingstone
Directed By:
Robert McKimson
The Mad, Mad, Mad Comedians (1970)
The Mad, Mad, Mad Comedians
Role:
Himself (voice)
Starring:
George Burns, Phyllis Diller, George Jessel, Paul Frees
Directed By:
Jules Bass, Arthur Rankin Jr.
Love Thy Neighbor (1940)
Love Thy Neighbor
Role:
Jack Benny
Starring:
Mary Martin, Fred Allen, Verree Teasdale, Eddie 'Rochester' Anderson
Directed By:
Mark Sandrich

TV Shows and Videos

Omnibus (1952)
Omnibus
Starring:
Geraldine Page, Christopher Plummer, Jason Robards, Eli Wallach, Bea Arthur, Jean Stapleton, Elaine May
Directed By:
Andrew McCullough, Norman Lloyd, Charles S. Dubin, Harry Horner, Delbert Mann
The Jackie Gleason Show (1952)
The Jackie Gleason Show
TV-G
Starring:
Charlton Heston, Jackie Gleason, George Burns, Art Carney, Audrey Meadows
Directed By:
Frank Bunetta, Frank Satenstein
The Jack Benny Program (1950)
The Jack Benny Program
Role:
Jack Benny / ... (unknown episodes)
Starring:
Liberace, Kirk Douglas, James Stewart, Marilyn Monroe, Humphrey Bogart, Oscar Levant, Sean Connery
Directed By:
Frederick De Cordova, Ralph Levy, Norman Abbott, Seymour Berns, Don Weis
Awards:
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, Primetime Emmy Award for Best Actor in a Leading Role (Continuing Character) in a Comedy Series
The George Burns and Gracie Allen Show (1950)
The George Burns and Gracie Allen Show
Starring:
Elinor Donahue, Carl Switzer, Bea Benaderet, Mary Wickes, George Burns, Carl Reiner, Marion Ross
Checkmate (1960)
Checkmate
Starring:
Martin Landau, Keenan Wynn, Werner Klemperer, Dina Merrill, Charles Laughton, Denver Pyle, Julie London
Directed By:
Alexander Singer, Don Weis, Alan Crosland Jr., Don Taylor, Herschel Daugherty
Shower of Stars (1954)
Shower of Stars
Role:
Himself / ... (19 episodes, 1955-1958)
Starring:
Hedy Lamarr, Vincent Price, Shirley MacLaine, Glenn Ford, Vivian Vance, Peggy Lee, William Frawley
Directed By:
Ralph Levy, Seymour Berns
Laugh-In (1967)
Laugh-In
TV-PG
Starring:
Lily Tomlin, Connie Stevens, Dinah Shore, Goldie Hawn, Richard Dawson, Barbara Feldon, Flip Wilson
Directed By:
Mark Warren, Gordon Wiles
The Gisele MacKenzie Show (1957)
The Gisele MacKenzie Show
Starring:
Axel Stordahl and His Orchestra, Randy Sparks, Gisele MacKenzie, Kids The Curfew, George DeWitt
The Irv Kupcinet Show (1953)
The Irv Kupcinet Show
Role:
Himself (2 episodes, 1969)
Starring:
Sydney Pollack, Bob Hope, Patty Duke, Rich Little
Four Star Playhouse (1952)
Four Star Playhouse
Starring:
Broderick Crawford, Charles Boyer, John Banner, Angela Lansbury, Joan Fontaine, Joanne Woodward, Amanda Blake
Directed By:
William Asher, Richard Kinon, Anton Leader, Frank McDonald, Laslo Benedek
The George Burns Show (1958)
The George Burns Show
Starring:
Mary Tyler Moore, George Burns, Bea Benaderet, Judi Meredith, Larry Keating
Directed By:
Rod Amateau
Bachelor Father (1957)
Bachelor Father
Starring:
Barbara Eden, Ryan O'Neal, Linda Evans, John Forsythe, Mary Tyler Moore, Noreen Corcoran, Sammee Tong
Directed By:
Earl Bellamy, John Newland, Don Taylor, Norman Abbott, Hollingsworth Morse
Make Room for Daddy (1953)
Make Room for Daddy
Starring:
Frances Bavier, Bob Denver, Robert Reed, Annette Funicello, Danny Thomas, Andy Griffith, Veronica Cartwright
Directed By:
Sheldon Leonard, Danny Thomas, William Asher, Alan Rafkin, Coby Ruskin
The Lucy Show (1962)
The Lucy Show
Starring:
Ann Sothern, Claude Akins, Edward G. Robinson, Jim Nabors, Carol Burnett, Frankie Avalon, Don Rickles
Directed By:
Jack Donohue, Maury Thompson
Here's Lucy (1968)
Here's Lucy
Starring:
Charles Nelson Reilly, Elsa Lanchester, Helen Hayes, David Frost, Eve Plumb, Eddie Albert, Eva Gabor
Directed By:
Coby Ruskin, Jack Donohue, Herbert Kenwith, George Marshall, Jack Baker
The Joey Bishop Show (1961)
The Joey Bishop Show
Starring:
Dawn Wells, Sterling Holloway, Don Knotts, Barbara Stanwyck, Bob Hope, Danny Thomas, Abby Dalton
Directed By:
Jerry Paris, James V. Kern, Mel Ferber, David Lowell Rich
The Funny Side (1971)
The Funny Side
Starring:
Cindy Williams, John Amos, Dick Clair, Teresa Graves, Warren Berlinger
Directed By:
Clark Jones
The Kraft Music Hall (1967)
The Kraft Music Hall
Starring:
Paul Lynde, Anne Meara, Ed Herlihy
Directed By:
Dwight Hemion
The Bob Hope Show (1952)
The Bob Hope Show
Starring:
Ginger Rogers, Nipsey Russell, Ingrid Bergman, Dean Martin, Bob Hope, Veronica Cartwright, Danny Thomas
Directed By:
Jack Shea, Dick McDonough, Jim Jordan, Bill Ward
Kraft Music Hall Presents: The Des O'Connor Show (1970)
Kraft Music Hall Presents: The Des O'Connor Show
Role:
Himself (2 episodes, 1971)
Starring:
Connie Stevens, Des O'Connor, Jack Douglas, Joe Baker
General Electric Theater (1953)
General Electric Theater
Starring:
Ron Howard, Cloris Leachman, Dennis Hopper, Ernest Borgnine, Bob Crane, James Coburn, Alan Ladd
Directed By:
Herschel Daugherty, Don Medford, James Neilson, Jules Bricken, Mitchell Leisen
Startime (1959)
Startime
Starring:
Agnes Moorehead, Alan Young, Nanette Fabray, George Peppard, Bobby Darin, Rex Harrison, Alec Guinness
Directed By:
Alfred Hitchcock, Greg Garrison, Gordon Rigsby, Jack Donohue, Bretaigne Windust

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