Film The Best Errol Flynn Movies  

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Romance! Intrigue! Swashbuckling! This is a list of the best Errol Flynn movies, ranked best to worst with movie trailers when available. During the Golden Age of Hollywood, dashing actor Errol Flynn's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Errol Flynn movies is decided by how many votes they receive, so only highly rated Errol Flynn movies will be at the top of the list. Errol Flynn has been in a lot of films, so people often debate each other over what the greatest Errol Flynn movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Errol Flynn films to end the squabble once and for all.

If you think the best Errol Flynn role isn't at the top, then upvote it so it has the chance to become number one. The greatest Errol Flynn performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

Examples of films on this list include The Prince and the Pauper and Edge of Darkness.

"This list answers the questions, "What are the best Errol Flynn movies?" and "What are the greatest Errol Flynn roles of all time?"

If Errol Flynn movies are your thing, then check out the greatest movies by Tyrone Power and Rod Steiger too.

list ordered by

1
399 24
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Olivia de Havilland, Errol Flynn, Claude Rains The Adventures of Robin Hood is a 1938 American swashbuckler film directed by Michael Curtiz and William Keighley, and starring Errol Flynn, Olivia de Havilland, Basil Rathbone, and Claude ...more

2
346 26
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Olivia de Havilland, Errol Flynn, Basil Rathbone Captain Blood is a 1935 American swashbuckling film directed by Michael Curtiz and starring Errol Flynn, Olivia de Havilland, Basil Rathbone, and Ross Alexander. The film was made by First ...more

3
301 26
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Errol Flynn, Claude Rains, Gilbert Roland The Sea Hawk is a 1940 American Warner Bros. feature film starring Errol Flynn as an English privateer who defends his nation's interests on the eve of the Spanish Armada. The film was the tenth ...more

4
257 31
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Olivia de Havilland, Errol Flynn, Anthony Quinn They Died with Their Boots On is a 1941 American western film directed by Raoul Walsh and starring Errol Flynn and Olivia de Havilland. Written by Æneas MacKenzie and Wally Kline, the film ...more

5
202 30
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Olivia de Havilland, David Niven, Errol Flynn The Charge of the Light Brigade is a 1936 American historical adventure film made by Warner Bros. It was directed by Michael Curtiz and produced by Samuel Bischoff, with Hal B. Wallis as ...more

6
210 41
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Errol Flynn, Ward Bond, William Frawley Gentleman Jim is a 1942 film starring Errol Flynn as heavyweight boxing champion James J. Corbett. The supporting cast includes Alexis Smith, Jack Carson, Alan Hale, William Frawley, and Ward ...more

7
186 32
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Olivia de Havilland, Errol Flynn, Ann Sheridan Dodge City is a 1939 American Western film directed by Michael Curtiz and starring Errol Flynn, Olivia de Havilland, and Ann Sheridan. Based on a story by Robert Buckner, the film is about a ...more

8
188 37
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Errol Flynn, Raymond Burr, Ann Rutherford Adventures of Don Juan, known in the United Kingdom as The New Adventures of Don Juan, is a 1948 American adventure Technicolor romance film made by Warner Bros. It was directed by Vincent ...more

9
161 36
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David Niven, Errol Flynn, Basil Rathbone The Dawn Patrol is a 1938 American war film, a remake of the pre-Code 1930 film of the same name. Both were based on the short story "The Flight Commander" by John Monk Saunders, an ...more

10
164 38
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Ronald Reagan, Olivia de Havilland, Errol Flynn Santa Fe Trail is a 1940 American western film directed by Michael Curtiz and starring Errol Flynn, Olivia de Havilland, Raymond Massey and Ronald Reagan. Written by Robert Buckner, the film is ...more

11
175 44
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Errol Flynn, James Brown, William Prince Objective, Burma! is a 1945 war film which was loosely based on the six-month raid by Merrill's Marauders in the Burma Campaign during the Second World War. The film, made by Warner Brothers ...more

12
167 48
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Bette Davis, Olivia de Havilland, Vincent Price The Private Lives of Elizabeth and Essex is a 1939 American historical romantic drama film directed by Michael Curtiz and starring Bette Davis, Errol Flynn, and Olivia de Havilland. Based on the ...more

13
135 36
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Humphrey Bogart, Errol Flynn, Randolph Scott Virginia City is a 1940 American Western film directed by Michael Curtiz and starring Errol Flynn, Miriam Hopkins, Randolph Scott, and a mustachioed Humphrey Bogart in the role of the real-life ...more

14
124 35
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Errol Flynn, Monte Blue, Alexis Smith San Antonio is a 1945 Western Technicolor film starring Errol Flynn and Alexis Smith. The movie was written by W. R. Burnett and Alan Le May, and directed by David Butler as well as uncredited ...more

15
123 39
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Errol Flynn, Claude Rains, Barton MacLane The Prince and the Pauper is a 1937 film adaptation of the novel of the same name by Mark Twain. It starred Errol Flynn, twins Billy and Bobby Mauch in the title roles, and Claude Rains. The ...more

16
108 33
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Ronald Reagan, Errol Flynn, Arthur Kennedy Desperate Journey is a 1942 American World War II action and aviation film starring Errol Flynn and Ronald Reagan, directed by Raoul Walsh. The supporting cast includes Raymond Massey, Alan ...more

17
81 17
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Errol Flynn, Ann Sheridan, Thomas Mitchell Silver River is a 1948 western film directed by Raoul Walsh and starring Errol Flynn and Ann Sheridan. The film is based on a Stephen Longstreet novel.

18
100 34
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Errol Flynn, Felix Aylmer, Roger Livesey The Master of Ballantrae is a 1953 British Technicolor adventure film starring Errol Flynn and Roger Livesey. It is a loose and highly truncated adaptation of the Robert Louis Stevenson novel of ...more

19
91 29
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Errol Flynn, Ann Sheridan, Ruth Gordon Edge of Darkness is a 1943 World War II film directed by Lewis Milestone that features Errol Flynn, Ann Sheridan and Walter Huston. The feature is based on a script written by Robert Rossen ...more

20
94 32
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Errol Flynn, Fred MacMurray, Ralph Bellamy Dive Bomber is a 1941 American aviation film directed by Michael Curtiz and starring Errol Flynn and Fred MacMurray. The film is notable for both its Technicolor photography of pre-World War II ...more

21
89 30
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Errol Flynn, Slim Pickens, Scott Forbes Rocky Mountain is a 1950 western film directed by William Keighley and starring Errol Flynn. The film is set near the end of the American Civil War.

22
72 22
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Errol Flynn, Paul Lukas, Sheldon Leonard Uncertain Glory is a 1944 film directed by Raoul Walsh and starring Errol Flynn and Paul Lukas and.

23
72 25
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Errol Flynn, Ralph Bellamy, William Frawley Footsteps in the Dark is a light-hearted 1941 mystery film starring Errol Flynn as an amateur detective investigating a murder.

24
81 30
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Errol Flynn, Monte Blue, Gene Lockhart Northern Pursuit is a 1943 World War II film directed by Raoul Walsh and starring Errol Flynn as a member of the Royal Canadian Mounted Police who tries to uncover a Nazi plot against the Allied ...more

25
94 44
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Maureen O'Hara, Errol Flynn, Anthony Quinn Against All Flags is a 1952 American pirate film starring Errol Flynn as Brian Hawke, Maureen O'Hara as Prudence "Spitfire" Stevens and Anthony Quinn as Roc Brasiliano. The film's plot ...more

26
72 30
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Ava Gardner, Errol Flynn, Tyrone Power The Sun Also Rises is a 1957 film adaptation of the Ernest Hemingway novel of the same name directed by Henry King. The screenplay was written by Peter Viertel and it starred Tyrone Power, Ava ...more

27
71 29
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Janet Leigh, Errol Flynn, Greer Garson That Forsyte Woman is a 1949 romance film starring Greer Garson, Errol Flynn, Walter Pidgeon, Robert Young and Janet Leigh. It is an adaptation of The Man of Property, the first novel in The ...more

28
70 24
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Montana Errol Flynn, Alexis Smith, James Brown Montana is a 1950 film directed by Ray Enright.

29
65 28
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Barbara Stanwyck, Errol Flynn Cry Wolf is a 1947 mystery film directed by Peter Godfrey and featuring Errol Flynn and Barbara Stanwyck, based on the novel of the same name by Marjorie Carleton.

30
67 36
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Errol Flynn, Dean Stockwell, Paul Lukas Kim is a 1950 adventure film made in Technicolor by MGM. It was directed by Victor Saville and produced by Leon Gordon from a screenplay by Helen Deutsch, Leon Gordon and Richard Schayer, based ...more

31
45 22
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Errol Flynn, Trevor Howard, Herbert Lom The Roots of Heaven is a 1958 American adventure film in CinemaScope and DeLuxe Color made by 20th Century Fox, directed by John Huston and produced by Darryl F. Zanuck. The screenplay by Romain ...more

32
37 15
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Errol Flynn, Peter Finch, Michael Hordern The Dark Avenger is a 1955 English Adventure film directed by Henry Levin. The screenplay was written by Daniel B. Ullman. The film stars Errol Flynn, Joanne Dru and Peter Finch. The music score ...more

33
43 23
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Errol Flynn, Dorothy Malone Too Much, Too Soon is a 1958 biographical film made by Warner Bros.. It was directed by Art Napoleon and produced by Henry Blanke from a screenplay by Art Napoleon and Jo Napoleon, based on the ...more

34
45 22
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Bette Davis, Humphrey Bogart, Olivia de Havilland Thank Your Lucky Stars is a musical comedy film made by Warner Brothers as a World War II fundraiser, with a slim plot, involving theater producers. The stars donated their salaries to the ...more

35
46 27
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Olivia de Havilland, Lana Turner, Errol Flynn Four's a Crowd is a romantic comedy directed by Michael Curtiz, starring Errol Flynn, Olivia de Havilland, Rosalind Russell and Patric Knowles. It was written by Casey Robinson and Sig Herzig ...more

36
44 25
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Errol Flynn, Hattie McDaniel, Eleanor Parker Never Say Goodbye is a 1946 romantic comedy film about a divorcing couple and the daughter who works to bring them back together. It was Errol Flynn's first purely comedic role since Four's a ...more

37
40 24
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Bette Davis, Errol Flynn, Jane Bryan The Sisters is a 1938 American drama film produced and directed by Anatole Litvak. The screenplay by Milton Krims is based on the 1937 novel of the same title by Myron Brinig.

38
34 22
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Errol Flynn, Joan Blondell, Edward Everett Horton The Perfect Specimen is a 1937 film directed by Michael Curtiz. The film is based on a novel by Samuel Hopkins Adams.

39
41 23
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Errol Flynn, Cornell Borchers, John Bentley Istanbul is a 1957 American adventure–drama film directed by Joseph Pevney and starring Errol Flynn, Cornell Borchers and John Bentley. It is a remake of the film Singapore with the location of ...more

40
33 18
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Crossed Swords Errol Flynn, Gina Lollobrigida, Cesare Danova Crossed Swords is a 1954 Italian made swashbuckler film starring Errol Flynn. It was also known as Il Maestro di Don Giovanni and The Golden Blade.

41
35 33
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Rita Hayworth, Orson Welles, Errol Flynn The Lady from Shanghai is a 1947 film noir directed by Orson Welles and starring Welles, his estranged wife Rita Hayworth and Everett Sloane. It is based on the novel If I Die Before I Wake by ...more

42
24 19
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Errol Flynn, Mel Blanc Rabbit Hood is a 1949 Bugs Bunny cartoon which parodies the Robin Hood story. Originally released on December 24, 1949, the short was directed by Chuck Jones and written by Michael Maltese. As ...more

43
24 20
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Errol Flynn In the Wake of the Bounty is an Australian film directed by Charles Chauvel about the 1789 Mutiny on the Bounty. It is notable as the screen debut of Errol Flynn, playing Fletcher Christian. The ...more

44
31 22
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The Big Boodle Errol Flynn, Pedro Armendáriz, Carlos Mas The Big Boodle is a 1957 film starring Errol Flynn set in Cuba.

45
29 21
Escape Me Never is listed (or ranked) 45 on the list The Best Errol Flynn Movies
Escape Me Never Errol Flynn, Eleanor Parker, Ida Lupino Escape Me Never is a 1947 film directed by Peter Godfrey.

46
24 17
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Errol Flynn, Bruce Cabot, Antonella Lualdi The Story of William Tell is a 1953 short adventure film written by John Dighton and Friedrich Schiller, and directed by Jack Cardiff.

47
17 15
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Hello God Errol Flynn Hello God is a 1951 semi-documentary film with a pacifist message, starring Errol Flynn as a soldier. For many years this was considered a lost film, but in 2013 a copy was discovered in the ...more

48
17 16
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Errol Flynn, Henry Victor, Eve Gray Murder at Monte Carlo is an English 1934 mystery crime thriller film directed by Ralph Ince and starring Errol Flynn, Eve Gray, Paul Graetz and Molly Lamont, the production was Flynn's debut ...more

49
18 26
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Errol Flynn, Beverly Aadland, Ben Ostrowsky Cuban Rebel Girls is a 1959 semi-dramatic documentary b-movie, notable solely for being the last on-screen performance of Errol Flynn. He stars with his girlfriend of the time, Beverly Aadland. ...more

50
15 16
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Always Together Errol Flynn Always Together is a 1947 film directed by Frederick de Cordova.