How Many Films did Errol Flynn and Olivia de Havilland Star in Together?
Errol Flynn and Olivia de Havilland in The Adventures of Robin Hood (1938, directors Michael Curtiz and William Keighley)
Errol Flynn and Olivia de Havilland starred in EIGHT films together, NINE if you count “Thank Your Lucky Stars” which was a cavalcade of stars WWII fundraiser film:
- Captain Blood (1935) On DVD and Streaming (Warner Home Video)
- The Charge of the Light Brigade (1936) On DVD and Streamin g (Warner Home Video)
- The Adventures of Robin Hood (1938) On DVD, Blu-ray and Streaming (Warner Home Video)
- Four’s a Crowd (1938) On DVD (Warner Home Video)
- Dodge City (1939) On DVD and Streaming (Warner Home Video)
- The Private Lives of Elizabeth and Essex (1939) On DVD (Warner Home Video)
- Santa Fe Trail (1940) On DVD (studio n/a)
- They Died with Their Boots On (1941) On DVD and Streaming (Warner Home Video)
AND
- Thank Your Lucky Stars (1943)
…..
–Annmarie Gatti for Classic Movie Hub







I’ve seen them all, GREAT Films!!
Can’t see another actor and actress play so well together, well maybe
Katherine Hepburn n Spencer Tracey.
You might check also: Paul Newman and wife, Joan Woodward; they were in 10 or 11 movies together.
I love these two people together!
I discovered Errol Flynn was I was 13 years old (64 now, lol) with the classic “Robin Hood”! When my grandmother found out who my favorite actor was, she couldn’t help but laugh, saying that that was hers as well, (she had managed a movie theater)!
She promptly gave me her first edition book written by Errol Flynn titled “My Wicked, Wicked Ways”, which I still own to this day!!!
I own ALL 8 of the movies these 2 star I together!
Errol Flynn had no acting peer, then or now. After all these years, his films always entertain, whereas many movies with talented male stars, often lose their entertainment value as time rolls on. Flynn, Rock Hudson, Charles Boyer, Robert Taylor and Robert Mitchum are my 5 favorite male stars. Their movies are worth seeing because they are the very best at what they did. John Wayne is unique in that he was more often then not, cast as a super hero. The 5 above named actors were very heroic in many of their films. However, they also came across as being heroes that related to both our boyhood concept of heroes, and, very human beings as well. My next favorite 5 include Dana Andrews, Glenn Ford, Clark Gable, Richard Burton and Stacy Keach. Lee Marvin, Sidney Poitier, A. Martinez, Paul Douglas and Richard Widmark are 5 in another class of their own. They are versatile and very down to earth.