The Best Errol Flynn Movies

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Vote for your favorite movies, regardless of critic reviews or how big the role was.

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 vote it up 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 and 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.

Ranked by
  • The Adventures of Robin Hood
    1
    Errol Flynn, Olivia de Havilland, Basil Rathbone
    • Released: 1938
    • Directed by: Michael Curtiz, William Keighley
  • Captain Blood
    2
    Errol Flynn, Olivia de Havilland, Basil Rathbone
    • Released: 1935
    • Directed by: Michael Curtiz
  • The Sea Hawk
    3
    Errol Flynn, Brenda Marshall, Flora Robson
    • Released: 1940
    • Directed by: Michael Curtiz
  • They Died with Their Boots On
    4
    Errol Flynn, Olivia de Havilland, Arthur Kennedy
    • Released: 1941
    • Directed by: Raoul Walsh
  • The Charge of the Light Brigade
    5
    Errol Flynn, Olivia de Havilland, Patric Knowles
    • Released: 1936
    • Directed by: Michael Curtiz
  • Gentleman Jim
    6
    Errol Flynn, Alexis Smith, Jack Carson
    • Released: 1942
    • Directed by: Raoul Walsh
  • Dodge City
    7
    Errol Flynn, Olivia de Havilland, Ann Sheridan
    • Released: 1939
    • Directed by: Michael Curtiz
  • Adventures of Don Juan
    8
    Errol Flynn, Viveca Lindfors, Robert Douglas
    • Released: 1948
    • Directed by: Vincent Sherman
  • The Dawn Patrol
    9
    Errol Flynn, David Niven, Basil Rathbone
    • Released: 1938
    • Directed by: Edmund Goulding
  • Objective, Burma!
    10
    Errol Flynn, William Prince, James L. Brown
    • Released: 1945
    • Directed by: Raoul Walsh
  • Virginia City
    11
    Errol Flynn, Miriam Hopkins, Randolph Scott
    • Released: 1940
    • Directed by: Michael Curtiz
  • Santa Fe Trail
    12
    Errol Flynn, Olivia de Havilland, Raymond Massey
    • Released: 1940
    • Directed by: Michael Curtiz
  • Edge of Darkness
    13
    Errol Flynn, Ann Sheridan, Walter Huston
    • Released: 1943
    • Directed by: Lewis Milestone
  • San Antonio
    14
    Errol Flynn, Alexis Smith, S.Z. Sakall
    • Released: 1945
    • Directed by: David Butler
  • The Prince and the Pauper
    15
    Errol Flynn, Claude Rains, Billy Mauch
    • Released: 1937
    • Directed by: William Keighley
  • Desperate Journey
    16
    Errol Flynn, Ronald Reagan, Raymond Massey
    • Released: 1942
    • Directed by: Raoul Walsh
  • The Private Lives of Elizabeth and Essex
    17
    Bette Davis, Errol Flynn, Olivia de Havilland
    • Released: 1939
    • Directed by: Michael Curtiz
  • Silver River
    18
    Errol Flynn, Ann Sheridan, Thomas Mitchell
    • Released: 1948
    • Directed by: Raoul Walsh
  • The Master of Ballantrae
    19
    Errol Flynn, Felix Aylmer, Roger Livesey
    • Released: 1953
    • Directed by: William Keighley
  • Uncertain Glory
    20
    Errol Flynn, Paul Lukas, Sheldon Leonard
    • Released: 1944
    • Directed by: Raoul Walsh
  • Rocky Mountain
    21
    Errol Flynn, Slim Pickens, Scott Forbes
    • Released: 1950
    • Directed by: William Keighley
  • Northern Pursuit
    22
    Errol Flynn, Monte Blue, Gene Lockhart
    • Released: 1943
    • Directed by: Raoul Walsh
  • Footsteps in the Dark
    23
    Errol Flynn, Brenda Marshall, Ralph Bellamy
    • Released: 1941
    • Directed by: Lloyd Bacon
  • Montana
    24
    Errol Flynn, Alexis Smith, S.Z. Sakall
    • Released: 1950
    • Directed by: Ray Enright
  • Against All Flags
    25
    Maureen O'Hara, Errol Flynn, Anthony Quinn
    • Released: 1952
    • Directed by: Fred de Cordova, George Sherman