>>1483073I can personally recommend two (+ one honorable mention)
https://www.youtube.com/watch?v=yrVY8ukOl88>WingsIt's a silent movie, but if you like WW1 it's probably the best WW1 movie I've ever seen (sound or not). Great story, and for the plane "special effects" they just crashed literal full-sized planes.
https://www.youtube.com/watch?v=b6JRU6Gs1q8>Tora! Tora! Tora!Pearl Harbor before Michael Bay made Pearl Harbor
https://www.youtube.com/watch?v=t0gcap1hjPI>The Longest DayI don't remember how much aircraft show up in it, but The Longest Day had a really awesome strafing sequence and a big part of it is dedicated to Operation Market Garden