"Battle of Britain" is one of my all-time favorites, and, of course, "The Great Waldo Pepper", "Wings", "The Dambusters", "Tora! Tora! Tora!" and "Reach for the Sky" are all right up there. For my north-of-the-border friend Floatsflyer, I have to mention "For the Moment" (1993), which is not only a "chick flick", it's thoroughly Canadian!
Not an especially spectacular movie but a decent look at life in the BCATP during WWII. The same goes for "Captains of the Clouds" (1942), except the words "chick flick" and "Jimmy Cagney" don't really go together...