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 Bing Crosby Movies: Ranked Best To Worst

1. White Christmas (1954)
21
2
White Christmas
21
2

After WWII, Bob Wallace and Phil Davis form a successful Broadway entertainment act. Soon they team up with sister act Betty and Judy Haynes to present a Christmas Show in a rural Vermont lodge. As the boys discover that their WWII commander Gen. Waverly is the lodge owner and is in financial difficulty, the foursome creates a musical extravaganza to help Waverly. 

As:
Cast
Role:
Bob Wallace
Director:
Genres:
Romance, Musical, Comedy
Star Cast:
Danny Kaye, George Chakiris, Dean Jagger, Rosemary Clooney, Vera-Ellen
2. Holiday Inn (1942)
22
3
Holiday Inn
22
3
As:
Cast
Role:
Jim Hardy
Director:
Mark Sandrich
Genres:
Musical, Comedy, Drama, Romance
Star Cast:
Fred Astaire, Walter Abel, Marjorie Reynolds, Virginia Dale
3. Going My Way (1944)
27
2
Going My Way
TV-G
27
2
As:
Cast
Role:
Father Chuck O'Malley
Director:
Leo McCarey
Genres:
Drama, Musical, Music, Comedy
Star Cast:
William Frawley, Carl Switzer, Barry Fitzgerald, Frank McHugh, Gene Lockhart, James Brown
Awards:
Academy Award for Best Actor in a Leading Role
4. Going Hollywood (1933)
12
2
Going Hollywood
12
2
As:
Cast
Role:
Bill Williams
Director:
Raoul Walsh
Genres:
Romance, Musical
Star Cast:
Sterling Holloway, Stuart Erwin, Marion Davies, Ned Sparks, Fifi D'Orsay
5. The Bells of St. Mary's (1945)
22
2
The Bells of St. Mary's
22
2
As:
Cast
Role:
Father Chuck O'Malley
Director:
Leo McCarey
Genres:
Drama
Star Cast:
Ingrid Bergman, Ruth Donnelly, Henry Travers, William Gargan
6. Road to Utopia (1945)
15
2
Road to Utopia
15
2
As:
Cast
Role:
Duke Johnson / Junior Hooton
Director:
Hal Walker
Genres:
Adventure, Family, Musical, Comedy
Star Cast:
Bob Hope, Douglass Dumbrille, Dorothy Lamour, Hillary Brooke
7. High Society (1956)
24
3
High Society
24
3
As:
Cast
Role:
C. K. Dexter-Haven
Director:
Charles Walters
Genres:
Comedy, Musical, Romance
Star Cast:
Frank Sinatra, Grace Kelly, Celeste Holm, John Lund
8. Road to Morocco (1942)
16
2
Road to Morocco
16
2
As:
Cast
Role:
Jeff Peters
Director:
David Butler
Genres:
Romance, Family, Adventure, Musical, Comedy
Star Cast:
Bob Hope, Anthony Quinn, Dorothy Lamour, Dona Drake
9. Road to Rio (1947)
16
2
Road to Rio
16
2
As:
Cast
Role:
Scat Sweeney
Director:
Norman Z. McLeod
Genres:
Romance, Comedy, Adventure, Musical
Star Cast:
Bob Hope, Gale Sondergaard, Frank Faylen, Dorothy Lamour
11. The Great John L. (1945)
9
2
The Great John L.
9
2
As:
Producer
Director:
Frank Tuttle
Genres:
Biography, Drama, Sport
Star Cast:
Rory Calhoun, Otto Kruger, Wallace Ford, Linda Darnell, Barbara Britton, Greg McClure
12. Dream House (1932)
9
2
Dream House
9
2
As:
Cast
Role:
Bing Fawcett - Plumber
Director:
Del Lord
Genres:
Short, Musical, Comedy
Star Cast:
Vernon Dent, Ann Christy, Kathrin Clare Ward, Eddie Phillips
13. Road to Zanzibar (1941)
16
2
Road to Zanzibar
16
2
As:
Cast
Role:
Chuck Reardon
Director:
Victor Schertzinger
Genres:
Romance, Adventure, Musical, Comedy
Star Cast:
Bob Hope, Eric Blore, Una Merkel, Dorothy Lamour
14. Road to Singapore (1940)
15
2
Road to Singapore
15
2
As:
Cast
Role:
Joshua 'Josh' Mallon V
Director:
Victor Schertzinger
Genres:
Comedy, Romance, Musical
Star Cast:
Bob Hope, Charles Coburn, Dorothy Lamour, Judith Barrett
15. Rhythm on the River (1940)
12
2
Rhythm on the River
12
2

Bob Sommers writes tunes for the well-known composer Oliver Courtney, while Cherry Lane ghost-writes lyrics for him. But Bob and Cherry are unaware about each other. When they meet and realize the facts, they grow close and decide to compose their own songs, but music industry assumes they are copying Courtney. Perceiving the situation, Courtney declares that he has not created those songs.   

As:
Cast
Role:
Bob Sommers
Director:
Victor Schertzinger
Genres:
Comedy, Musical
Star Cast:
Oscar Levant, William Frawley, Mary Martin, Basil Rathbone, Oscar Shaw
16. A Connecticut Yankee in King Arthur's Court (1949)
22
3
A Connecticut Yankee in King Arthur's Court
22
3
As:
Cast
Role:
Hank Martin
Director:
Tay Garnett
Genres:
Fantasy, Family, Musical, Comedy
Star Cast:
William Bendix, Murvyn Vye, Cedric Hardwicke, Rhonda Fleming
18. My Favorite Blonde (1942)
10
2
My Favorite Blonde
10
2

An average vaudeville performer, Larry Haines, is traveling to Hollywood with his roller-skating penguin Percy, when he meets a beautiful blonde, Karen Bentley, who actually is a British secret agent. She is trying to take coded information past the pursuing Nazi agents who take Larry as her colleague, and frame him for murder. So, how do they manage to escape the Germans?  

As:
Cast
Director:
Sidney Lanfield
Genres:
Comedy
Star Cast:
Bob Hope, Carl Switzer, Gale Sondergaard, George Zucco, Madeleine Carroll
19. Little Boy Lost (1953)
15
3
Little Boy Lost
15
3
As:
Cast
Role:
Bill Wainwright
Director:
George Seaton
Genres:
Drama
Star Cast:
Nicole Maurey, Claude Dauphin, Christian Fourcade, Gabrielle Dorziat
20. The Joker Is Wild (1957)
9
2
The Joker Is Wild
9
2

A musical biopic, this movie traces the life of the famous singer and comedian Joe E. Lewis. When a young Lewis refuses to sing for a club, its owner has his vocal cords cut. Years later, with encouragement from his girlfriend Letty Page, he succeeds in becoming a comedian. However, his drinking and gambling habits create problems for him.

As:
Cast
Director:
Charles Vidor
Genres:
Musical, Drama
Star Cast:
22. The Princess and the Pirate (1944)
12
2
The Princess and the Pirate
12
2
As:
Cast
Director:
David Butler, Sidney Lanfield
Genres:
Romance, Comedy, Adventure
Star Cast:
Walter Brennan, Bob Hope, Marc Lawrence, Walter Slezak
23. The Big Broadcast (1932)
10
2
The Big Broadcast
10
2

Bing Crosby is a singer who is not very serious about his career. He starts having an affair as well, with a woman Mona, which leads to him losing his job. Things get worse after Mona starts cheating on him. He soon meets Texas oil man Leslie McWhinney, who has also been wronged by a woman. He decides to buy the station so that Bill can get his job back.

As:
Cast
Role:
Bing Hornsby
Director:
Frank Tuttle
Genres:
Musical, Comedy, Romance
Star Cast:
George Burns, Stuart Erwin, Leila Hyams, Sharon Lynn
24. Here Is My Heart (1934)
9
3
Here Is My Heart
9
3
As:
Cast
Role:
J.
Director:
Frank Tuttle
Genres:
Musical, Comedy
Star Cast:
William Frawley, Reginald Owen, Kitty Carlisle, Alison Skipworth, Roland Young
25. Please (1933)
11
2
Please
11
2
As:
Cast
Role:
Howard Jones
Director:
Arvid E. Gillstrom
Genres:
Musical, Comedy, Short
Star Cast:
Vernon Dent, Mary Kornman, Dick Elliott, Dickie Kilby
26. Jolson Sings Again (1949)
11
2
Jolson Sings Again
11
2

Singer Jolson takes an early retirement as per his wife’s wish, but realizing the importance of music-performance in his life, she later leaves him. After his comeback in the 1940s, he turns more towards frivolous living. But at the beginning of WWII, Jolson starts traveling around to entertain military troops and meets Ellen Clark, an appealing nurse who brings new meaning to his life.

As:
Cast
Director:
Henry Levin
Genres:
Music, Biography
Star Cast:
Al Jolson, Barbara Hale, Myron McCormick, Ludwig Donath, William Demarest
27. My Favorite Brunette (1947)
11
2
My Favorite Brunette
11
2
As:
Cast
Director:
Elliott Nugent
Genres:
Comedy, Mystery, Crime, Romance
Star Cast:
Alan Ladd, Peter Lorre, Bob Hope, John Hoyt, Lon Chaney Jr.
28. Confessions of a Co-Ed (1931)
10
2
Confessions of a Co-Ed
10
2
As:
Cast
Director:
David Burton, Dudley Murphy
Genres:
Drama
Star Cast:
Norman Foster, Sylvia Sidney, Phillips Holmes, Claudia Dell
29. Out of This World (1945)
9
2
Out of This World
9
2
As:
Cast
Director:
Hal Walker
Genres:
Music, Romance, Comedy
Star Cast:
Donald MacBride, Eddie Bracken, Diana Lynn, Veronica Lake
31. Star Spangled Rhythm (1942)
10
2
Star Spangled Rhythm
10
2

A musical made during WWII to entertain troops, raise funds and boost morale. Silent Era-Star, Billy Webster is now a gateman at Paramount studios. However, his Navy serviceman son, Johnny, thinks he is a studio executive. As Johnny is arriving with his shipmates, to preserve his illusion, Billy takes help of studio switchboard-operator, Polly, to put up a show with Hollywood’s mega-stars.

As:
Cast
Role:
Bing Crosby - 'Old Glory' Number
Director:
George Marshall, A. Edward Sutherland
Genres:
Comedy, Musical
32. Mississippi (1935)
10
2
Mississippi
10
2

This American musical comedy is based on a novel called Magnolia. It follows the story of a young singer who is labelled a coward and banished from his town when he refuses to fight for his fiance's honor. He joins a riverboat where his meek personality transforms thanks to the commodore.

As:
Cast
Role:
Tom Grayson
Director:
A. Edward Sutherland, Wesley Ruggles
Genres:
Musical, Comedy
Star Cast:
W. C. Fields, Joan Bennett, Gail Patrick, W.C. Fields, Queenie Smith
33. Welcome Stranger (1947)
11
2
Welcome Stranger
11
2
As:
Cast
Role:
Dr. James 'Jim' Pearson
Director:
Elliott Nugent
Genres:
Comedy
Star Cast:
Barry Fitzgerald, Frank Faylen, Joan Caulfield, Wanda Hendrix
34. Sing, You Sinners (1938)
12
2
Sing, You Sinners
12
2

Sing, You Sinners is a musical romantic comedy drama film which tells the story of Joe, David and Mike, three brothers, who have never been appreciative of their singing skills. Their lives take a turn when their family is forced into poverty.

As:
Cast
Role:
Joe Beebe
Director:
Wesley Ruggles
Genres:
Romance, Drama, Music, Comedy
Star Cast:
Fred MacMurray, Elizabeth Patterson, Donald O'Connor, Ellen Drew
35. Blue of the Night (1933)
9
3
Blue of the Night
9
3
As:
Cast
Role:
Bing Crosby aka Jack Smith
Director:
Leslie Pearce
Genres:
Musical, Comedy, Short
Star Cast:
Franklin Pangborn, Marjorie Kane, Ernie Alexander, Alice Belcher
36. Pennies from Heaven (1936)
11
2
Pennies from Heaven
11
2
As:
Cast
Role:
Larry Poole
Director:
Norman Z. McLeod
Genres:
Drama, Musical, Comedy
Star Cast:
Madge Evans, Louis Armstrong, Edith Fellows, Donald Meek
37. They Got Me Covered (1943)
8
2
They Got Me Covered
8
2

Fired by his editor due to his incompetence, an idiotic reporter seeks to redeem himself after he accidentally uncovers a network of Nazi spies in Washington. 

As:
Cast
Director:
David Butler
Genres:
Musical, Comedy, War
Star Cast:
Bob Hope, Otto Preminger, Dorothy Lamour, Eduardo Ciannelli
38. East Side of Heaven (1939)
10
2
East Side of Heaven
10
2

A man starts taking care of a 10 month old baby and soon he also gets drawn into the life of the baby’s family.

As:
Cast
Role:
Denny Martin
Director:
David Butler
Genres:
Family, Musical, Romance, Comedy
Star Cast:
Sterling Holloway, Joan Blondell, C. Aubrey Smith, Mischa Auer, Irene Hervey
39. One More Chance (1931)
8
2
One More Chance
8
2
As:
Cast
Role:
Bing Bangs
Director:
Mack Sennett
Genres:
Musical, Short
Star Cast:
Arthur Stone, Patsy O'Leary, Matty Kemp, George Gray
40. Blue Skies (1946)
13
2
Blue Skies
13
2
As:
Cast
Role:
Johnny Adams
Director:
Stuart Heisler, Mark Sandrich
Genres:
Musical, Comedy, Romance
Star Cast:
Fred Astaire, Joan Caulfield, Billy De Wolfe, Olga San Juan
41. Dixie (1943)
9
2
Dixie
9
2
As:
Cast
Role:
Daniel Decatur Emmett
Director:
A. Edward Sutherland
Genres:
Comedy, Biography, Musical
Star Cast:
Carl Switzer, Marjorie Reynolds, Billy De Wolfe, Lynne Overman, Dorothy Lamour
42. Anything Goes (1936)
10
2
Anything Goes
10
2

Smitten by beautiful blonde Hope Harcourt, singer-stockbroker Billy Crockett follows her when he sees her being forced on an ocean liner. Believing that she is being kidnapped, he decides to rescue her; however, soon realizes that she is a runaway English heiress being returned home. But when Billy finds that his boss is also on board, he poses as a gangster’s accomplice.

As:
Cast
Role:
Billy Crocker
Director:
Lewis Milestone
Genres:
Musical, Comedy
Star Cast:
Jane Wyman, John Carradine, Ida Lupino, Charles Ruggles, Ethel Merman, Grace Bradley
43. Billboard Girl (1932)
8
2
Billboard Girl
8
2
As:
Cast
Role:
Bing
Director:
Leslie Pearce
Genres:
Short, Musical, Comedy
Star Cast:
Marjorie Kane, Dick Stewart, James Eagles, Lincoln Stedman
44. Two for Tonight (1935)
8
2
Two for Tonight
8
2
As:
Cast
Role:
Gilbert Gordon
Director:
Frank Tuttle
Genres:
Musical, Comedy
Star Cast:
Joan Bennett, Mary Boland, Thelma Todd, Lynne Overman
45. Man on Fire (1957)
12
2
Man on Fire
12
2

A wealthy businessman is bitter about the fact that his wife divorced him, and therefore he prevents her from seeing their child. She eventually decides to take him to court. Now it is up to the judge to determine what is best for the child.

As:
Cast
Role:
Earl Carleton
Director:
Ranald MacDougall
Genres:
Drama
Star Cast:
Inger Stevens, E.G. Marshall, Mary Fickett, Malcolm Brodrick
49. High Time (1960)
18
3
High Time
18
3

High-Time is a 1960 comedy film, which tells us the story of a restaurant owner Harvey Howard, who decides to go to college at the age of 51. Despite the disapproval of his grown son and daughter, he decides to skip any preferential treatment, and lives in a dorm like the other students. Eventually, he falls in love with Professor Gautier, the French teacher. 

As:
Cast, Producer
Role:
Harvey Howard
Director:
Genres:
Musical, Comedy
Star Cast:
Gavin MacLeod, Tuesday Weld, Nicole Maurey, Richard Beymer, Fabian
50. Rhythm on the Range (1936)
11
2
Rhythm on the Range
11
2

Doris is the daughter of a wealthy man, who is upset that her marriage has been fixed with a man she doesn’t like. She runs away on the night before her wedding, and soon meets a cowboy named Jeff Larabee.

As:
Cast
Role:
Jeff Larabee
Director:
Norman Taurog
Genres:
Romance, Western, Musical
Star Cast:
Frances Farmer, Roy Rogers, Samuel S. Hinds, Martha Raye
51. Double or Nothing (1937)
8
3
Double or Nothing
8
3
As:
Cast
Role:
'Lefty' Boylan
Director:
Theodore Reed
Genres:
Romance, Musical, Comedy
Star Cast:
William Frawley, Andy Devine, Mary Carlisle, Martha Raye
52. College Humor (1933)
8
3
College Humor
8
3
As:
Cast
Role:
Professor Frederick Danvers
Director:
Wesley Ruggles
Genres:
Comedy
Star Cast:
George Burns, Jack Oakie, Richard Arlen, Mary Carlisle
54. Alias Jesse James (1959)
8
2
Alias Jesse James
8
2

Foolish insurance agent Milford Farnsworth unwittingly sells life insurance worth US $100000 to notorious outlaw Jesse James. Farnsworth is then sent to the West to protect James, to protect the investment. But Jesse plans on killing Farnsworth and he must survive while falling in love with the beautiful Cora Lee Collins. 

As:
Cast
Director:
Norman Z. McLeod
Genres:
Western, Comedy, Romance
55. Here Comes the Groom (1951)
11
2
Here Comes the Groom
11
2

Reporter Pete Garvey who works at a French orphanage wants to adopt two children Bobby and Suzi and marry his longtime girlfriend Emmadel. Unfortunately, she got tired of waiting for Pete is engaged to American aristocrat Wilbur Stanley. Pete hatches a plan with Wilbur’s cousin Winnifred Stanley to win Emmadel back. 

As:
Cast
Role:
Peter 'Pete' Garvey
Director:
Frank Capra
Genres:
Musical, Comedy, Romance
Star Cast:
Alexis Smith, Carl Switzer, Jane Wyman, Franchot Tone, James Barton
56. Duffy's Tavern (1945)
8
2
Duffy's Tavern
8
2

After the workers of a factory are laid off, they drown their sorrows at Duffy’s Tavern. Meanwhile, Saloonkeeper Archie recruits performers for a block party.

As:
Cast
Role:
Bing Crosby
Director:
Hal Walker
Genres:
Musical, Comedy
Star Cast:
Alan Ladd, Paulette Goddard, Betty Hutton, Ed Gardner
57. She Loves Me Not (1934)
8
2
She Loves Me Not
8
2
As:
Cast
Role:
Paul Lawton
Director:
Elliott Nugent
Genres:
Comedy, Musical
Star Cast:
Kitty Carlisle, Miriam Hopkins, Henry Stephenson, Edward J. Nugent
59. Sing, Bing, Sing (1933)
8
2
Sing, Bing, Sing
8
2
As:
Cast
Role:
Bing
Director:
Babe Stafford
Genres:
Short, Musical, Comedy
Star Cast:
Irving Bacon, Franklin Pangborn, Arthur Stone, Florine McKinney
60. I Surrender Dear (1931)
8
2
I Surrender Dear
8
2
As:
Cast
Role:
Bing
Director:
Mack Sennett
Genres:
Short, Musical, Comedy
Star Cast:
Luis Alberni, Arthur Stone, Julia Griffith, Marion Sayers
61. Here Come the Waves (1944)
9
2
Here Come the Waves
9
2
As:
Cast
Role:
Johnny Cabot
Director:
Mark Sandrich
Genres:
Comedy, Musical, Romance
Star Cast:
Ann Doran, Betty Hutton, Sonny Tufts, Gwen Crawford
62. Birth of the Blues (1941)
9
2
Birth of the Blues
9
2
As:
Cast
Role:
Jeff Lambert
Director:
Victor Schertzinger
Genres:
Music
Star Cast:
Brian Donlevy, Mary Martin, Eddie 'Rochester' Anderson, Carolyn Lee
63. The Shining Future (1944)
8
2
The Shining Future
8
2
As:
Cast
Director:
LeRoy Prinz
Genres:
Short, Music
Star Cast:
Cary Grant, Frank Sinatra, Charles Ruggles, Olive Blakeney, Jack Carson, Benny Goodman
64. Anything Goes (1956)
11
2
Anything Goes
11
2

Broadway headliners and partners, Bill Benson and Ted Adams, travel separately to Paris to find a leading lady for their upcoming show. While Bill chooses Patsy Blair, Ted chooses Gaby Duval. Unfortunately, with only one role, the two friends must sort out this mess and find the leading lady on their cruise back to USA. 

As:
Cast
Role:
Bill Benson
Director:
Robert Lewis
Genres:
Musical
Star Cast:
Mitzi Gaynor, Phil Harris, Zizi Jeanmaire, Donald O'Connor
65. We're Not Dressing (1934)
9
2
We're Not Dressing
9
2

Wealthy and spoiled socialite Doris Worthington is being courted by two princes Michael and Alexander, while having a yacht trip. When the yacht capsizes all of the rich spoiled aristocrats take refuge in a tropical island. They are forced to depend on sailor Stephen Jones who Doris dislikes but secretly loves. 

As:
Cast
Role:
Stephen Jones
Director:
Norman Taurog
Genres:
Comedy, Musical
Star Cast:
Carole Lombard, Ray Milland, George Burns, Ethel Merman, Gracie Allen
66. Paris Honeymoon (1939)
9
2
Paris Honeymoon
9
2
As:
Cast
Role:
'Lucky' Lawton
Director:
Frank Tuttle
Genres:
Comedy, Musical
Star Cast:
Edward Everett Horton, Akim Tamiroff, Franciska Gaal, Shirley Ross
67. Just for You (1952)
10
2
Just for You
10
2

Renowned Broadway producer Jordan Blake, a widower and father of two teenaged children, is courting his heroine Carolina. When he finds that his daughter Barbara had an argument with police and son Jerry has a crush on Carolina, he realizes he had been neglecting his children. On Carolina’s suggestion, he spends time with them, trying to help them grow into better adults.

As:
Cast
Role:
Jordan Blake
Director:
Elliott Nugent
Genres:
Comedy, Musical, Drama, Romance
Star Cast:
68. Top o' the Morning (1949)
10
4
Top o' the Morning
10
4

After the Blarney Stone vanishes from a small town in Ireland, an insurance agent comes to the place to investigate. He meets the daughter of the local policeman, who tells him that his presence is part of a prophecy that predicted that the stone would be stolen. As the investigation continues, it seems that the theft may not be only crime that was committed.

As:
Cast
Role:
Joe Mulqueen
Director:
David Miller
Genres:
Romance, Comedy
Star Cast:
Hume Cronyn, Barry Fitzgerald, Ann Blyth, Eileen Crowe
69. Just One More Time (1974)
9
2
Just One More Time
9
2
As:
Cast
Role:
Bing Crosby
Director:
Michael J. Shapiro
Genres:
Musical, Short
Star Cast:
Fred Astaire, Nelson Eddy, Daniel Melnick, Jack Haley Jr.
70. The Emperor Waltz (1948)
10
2
The Emperor Waltz
10
2
As:
Cast
Role:
Virgil Smith
Director:
Genres:
Comedy, Musical, Romance
Star Cast:
Joan Fontaine, Richard Haydn, Lucile Watson, Roland Culver
71. Waikiki Wedding (1937)
11
2
Waikiki Wedding
11
2
As:
Cast
Role:
Tony Marvin
Director:
Frank Tuttle
Genres:
Musical, Romance, Comedy
Star Cast:
George Barbier, Shirley Ross, Martha Raye, Bob Burns
72. Mr. Music (1950)
9
2
Mr. Music
9
2

A songwriter who is crazy about golf tries to avoid working in the production of a musical because it requires long hours of concentration. However, his producer and his secretary thinks of a plan to get him back on track.

As:
Cast
Role:
Paul Merrick
Director:
Richard Haydn
Genres:
Comedy, Romance, Musical
Star Cast:
Peggy Lee, Robert Stack, Charles Coburn, Nancy Olson, Ruth Hussey
73. Riding High (1950)
8
2
Riding High
8
2
As:
Cast
Role:
Dan Brooks
Director:
Frank Capra
Genres:
Comedy
Star Cast:
Frances Gifford, William Demarest, Charles Bickford, Coleen Gray
74. Too Much Harmony (1933)
8
2
Too Much Harmony
8
2
As:
Cast
Role:
Eddie Bronson
Director:
A. Edward Sutherland
Genres:
Comedy, Musical
Star Cast:
Jack Oakie, Richard 'Skeets' Gallagher, Harry Green, Judith Allen
75. If I Had My Way (1940)
9
2
If I Had My Way
9
2
As:
Cast
Role:
Buzz Blackwell
Director:
David Butler
Genres:
Musical, Comedy
Star Cast:
Charles Winninger, El Brendel, Allyn Joslyn, Gloria Jean
76. Mean Dog Blues (1978)
8
2
Mean Dog Blues
R
8
2

When his friend injures a little child due to driving under influence, Paul Ramsey, a singer, offers to state in court that he was the one driving. However, he is double-crossed, due to which he is sent to prison for five years. Soon he finds that prison life is much harsher than he expected.

As:
Producer
Director:
Mel Stuart
Genres:
Drama, Thriller, Action
Star Cast:
Tina Louise, George Harris Kennedy, Jr, Scatman Crothers, Gregg Henry, Kay Lenz, Felton Perry
77. Hollywood Victory Caravan (1945)
9
3
Hollywood Victory Caravan
9
3

This musical comedy short film revolves around entertainers Bob Hope and Bing Crosby who help a young woman who wants to reach Washington DC in order to pay a visit to her brother.

As:
Cast
Role:
Bing Crosby
Director:
William D. Russell
Genres:
Short, Comedy, Music
Star Cast:
Barbara Stanwyck, Humphrey Bogart, Bob Hope, Alan Ladd, Robert Benchley, Carmen Cavallaro
78. Stagecoach (1966)
10
3
Stagecoach
10
3
As:
Cast
Role:
Doc Josiah Boone
Director:
Gordon Douglas
Genres:
Action, Western, Adventure
Star Cast:
Slim Pickens, Ann-Margret, Keenan Wynn, Mike Connors, Alex Cord, Red Buttons
79. The Star Maker (1939)
9
1
The Star Maker
9
1
As:
Cast
Role:
Larry Earl
Director:
Roy Del Ruth
Genres:
Comedy, Biography, Music
Star Cast:
Ned Sparks, Louise Campbell, Linda Ware, Laura Hope Crews
80. The Big Broadcast of 1936 (1935)
7
1
The Big Broadcast of 1936
7
1

This comedy film tells us the story of Spud Miller who tries to save his struggling radio station by winning a broadcast competition.

As:
Cast
Director:
Norman Taurog
Genres:
Musical
Star Cast:
Dorothy Dandridge, George Burns, Jack Oakie, Gracie Allen, Wendy Barrie
81. Doctor Rhythm (1938)
8
2
Doctor Rhythm
8
2
As:
Cast
Role:
Dr. Bill Remsen
Director:
Frank Tuttle
Genres:
Comedy, Musical
Star Cast:
Sterling Holloway, Andy Devine, Mary Carlisle, Beatrice Lillie, Rufe Davis
82. The Road to Victory (1944)
9
1
The Road to Victory
9
1
As:
Cast
Role:
Bing Crosby
Director:
LeRoy Prinz
Genres:
Drama, Short
Star Cast:
Cary Grant, Frank Sinatra, Olive Blakeney, Jack Carson, Benny Goodman and His Orchestra
83. Reaching for the Moon (1930)
7
3
Reaching for the Moon
7
3
As:
Cast
Director:
Edmund Goulding
Genres:
Musical, Comedy, Romance
Star Cast:
Walter Walker, Edward Everett Horton, Claud Allister, Jack Mulhall
84. Two Plus Fours (1930)
7
2
Two Plus Fours
7
2
As:
Cast
Role:
Bing
Director:
Ray McCarey
Genres:
Short, Musical
Star Cast:
Spec O'Donnell, Nat Carr, Thelma Hill, Edgar Dearing
85. Say One for Me (1959)
9
1
Say One for Me
9
1

Say One for Me is a musical romantic comedy film which revolves around a priest who is running a show business. One of his showgirls is a girl named Holly who applied for the job to pay for her father’s medical bills. Tony, one of the entertainers at the club, develops feelings for Holly.  

As:
Cast
Role:
Father Conroy
Director:
Frank Tashlin
Genres:
Musical, Romance, Comedy
Star Cast:
86. Pepe (1960)
7
1
Pepe
7
1

Ranch hand Pepe’s world is turned upside down when alcoholic Hollywood director Mr.Holt buys his beloved friend, a white stallion from its owner. Pepe then goes on an extraordinary adventure through Hollywood, meeting celebrities like Frank Sinatra, Jimmy Durante, Zsa Zsa Gabór, Bing Crosby, and others before being reunited with his beloved stallion. 

As:
Cast
Director:
George Sidney
Genres:
Comedy, Musical
87. Abie's Irish Rose (1946)
7
1
Abie's Irish Rose
7
1
As:
Producer
Director:
A. Edward Sutherland
Genres:
Romance, Drama, Comedy
Star Cast:
Shelley Winters, Joanne Dru, George E. Stone, Michael Chekhov, Richard Norris
88. Hollywood Handicap (1938)
7
1
Hollywood Handicap
7
1

A group of friends get a race horse after its owner decides to retire. Soon, they gather some money so that they can compete at the Hollywood Derby.

As:
Cast
Director:
Genres:
Music, Comedy, Short
Star Cast:
Mickey Rooney, Al Jolson, Sing Band The Original, Charles Ruggles, Stuart Erwin, June Collyer
89. Cancel My Reservation (1972)
8
1
Cancel My Reservation
G
8
1

A popular TV talk show host arrives at Arizona alone as an antidote for his stress and as he drives out to his vacation home the following day he finds the dead body of an Indian woman in the car trunk. He is promptly arrested; but is freed due to lack of evidence and on returning home finds a scantily dressed Indian girl. His wife too shows up. 

As:
Cast
Director:
Paul Bogart
Genres:
Mystery, Comedy
Star Cast:
Eva Marie Saint, John Wayne, Bob Hope, Keenan Wynn, Anne Archer, Keenan Wynn
90. Terror in the Wax Museum (1973)
5
1
Terror in the Wax Museum
PG
5
1

This horror mystery film takes us to the late 19th century. Someone has been killing the guests in the London wax museum of Claude Dupree, which is known for its collection of famous figures.  When the owner of the museum is killed, his niece decides to continue their family business, and the museum also attracts a police investigator soon. 

As:
Producer
Director:
Georg Fenady
Genres:
Mystery, Horror
Star Cast:
91. Don't Hook Now (1943)
7
1
Don't Hook Now
7
1
As:
Cast
Role:
Bing Crosby
Genres:
Comedy, Sport, Short
Star Cast:
Bob Hope, Sam Snead, Ben Hogan, Chick Harvard
92. Bing Presents Oreste (1956)
7
2
Bing Presents Oreste
7
2
As:
Cast
Role:
Bing Crosby
Director:
Edward Dmytryk
Genres:
Musical, Short
Star Cast:
Oreste Kirkop, Victor Young

TV Movie(s)

1. Dr. Cook's Garden (1971)
12
2
Dr. Cook's Garden
12
2
As:
Cast
Role:
Dr. Leonard Cook
Director:
Ted Post
Genres:
Drama, Thriller
Star Cast:
Blythe Danner, Thomas Barbour, Frank Converse, Fred Burrell

Animation(s)

The Legend of Sleepy Hollow (1949)
The Legend of Sleepy Hollow
As:
Cast
Role:
Narrator
Director:
Jack Kinney, Clyde Geronimi
Genres:
Fantasy, Short, Horror, Family, Comedy, Animation
Star Cast:
Pinto Colvig, The Rhythmaires
King of Jazz (1930)
King of Jazz
Plot:

This diverse revue of 1930s stars bandleader Paul Whiteman, who was well-recognized as the King of Jazz. The film presents a remarkable range of sketches, concerts by acts such as Rhythm Boys featuring Bing Crosby, musical numbers supervised by Whiteman, and more features.

As:
Cast
Director:
John Murray Anderson
Genres:
Music, Musical, Comedy, Animation
Star Cast:
Bela Lugosi, Walter Brennan, John Boles, Laura La Plante, Paul Whiteman
Showdown at Ulcer Gulch (1956)
Showdown at Ulcer Gulch
As:
Cast
Director:
Shamus Culhane
Genres:
Short, Comedy, Animation
Star Cast:
Chico Marx, Bob Hope, Ernie Kovacs, Groucho Marx, Edie Adams
The Adventures of Ichabod and Mr. Toad (1949)
The Adventures of Ichabod and Mr. Toad
As:
Cast
Role:
Relating the Story of Ichabod Crane
Director:
James Algar, Jack Kinney, Clyde Geronimi
Genres:
Animation, Horror, Fantasy, Family, Comedy
Star Cast:
Eric Blore, John McLeish, J. Pat O'Malley, Basil Rathbone

TV Shows and Videos

The Bing Crosby Show (1964)
The Bing Crosby Show
As:
Cast
Role:
Bing Collins
Director:
James Sheldon
Genres:
Comedy
Star Cast:
Frankie Avalon, Joan Fontaine, Beverly Garland, Frank McHugh, Carol Faylen

Bing Crosby Awards

Academy Awards
Going My Way Best Actor in a Leading Role 1945
Grammy Awards
Winner Best Album Notes 1978
Winner Bing Crosby Award 1963