Yes, it's possible to fly more than one mission in one day. How's it done? Well there's different ways. One, it's happens automatically and randomly. I've had days where I didn't get assigned to any missions and then there were days that I was assigned to every one of them (4 or 5 of them) because I was a low ranked pilot and not the squadron commander I couldn't pick and choose. The other way is if you live long enough and get promoted to squadron commander you get to pick who and how many are in what mission so you can fly as many times as you like and even schedule lone wolf flights for yourself.
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