EDIT: Nice, it's playable in a browser here: https://playclassic.games/games/combat-flight-simulator-dos-...
Main thing I remember from it was, every time you would crash, you'd get a full-screen monotone bitmap of Chuck Yeager's stern face, ribbing you for your bad flying.
Pretty sure that stuff inspired me to want to become a fighter or bomber pilot. (Though to be fair I was in way over my head with that game) I became a programmer instead but sometimes I still think of that
edit- upon looking it up, I guess it wasn't him. Probably got that mixed up with his flightsim game
https://www.youtube.com/watch?v=OmqPoI936K4
It was as enjoyable to me then as any modern title is today. Perhaps more so.
Here's [0] a video of the Mac version, seems to have much better graphics than the DOS version and perhaps different quotes of Yeager as well.
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Chuck would yell out "Check Six!" when an enemy was coming up behind you.
I don't know if you recall, but the system worked by asking you a random question from the user manual ('what is the altitude ceiling for the MIG-15?', 'what is the maximum speed for the B-29 bomber?', etc.) My friend knew only one of the answers, which he wrote on a piece of paper for me. To start the game, I'd have to restart it a bunch of times until it asked me that specific question. Of course, that sucked so every time it'd ask a question we started taking notes and finding the answer from the awesome in-game plane database next time I got it to run... within a couple days we had transcribed most of the answers. It was my first encounter with such a security system and got me really interested in reverse engineering, which got me interested in understanding how programs worked... which ended in me being here 30 years later :)