Personally I do not like many of the WWII 50/60's era movies for their cavalier distortion of history, which is sad because the naive think these movies as factual, when really they are no more than comic book stories. One such example is Mosquito Squadron, which badly mixes the unrelated experimental Highball squadrons missions with those of the Amiens prison raiders, as such an actual movie about the many exploits of the Prison raiders may never be told.
However there are some brilliant exceptions like the classic “The Dam Busters” and of course the iconic “The Battle of Britain” and “Tora Tora Tora”.
Some other favourites include:
No highway in the sky (Jimmy Stewart, not as a pilot but IMO a great aviation movie)
Strategic Air Command (Jimmy Stewart)
30 Seconds Over Tokyo
Air America
Both versions of Flight of the Phoenix
Catch 22
....just to name a few.
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Spud
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