It's pure pot luck if the flight details update. I tried to upload my past six flights and whilst the total flights increased to reflect the flights the distance and flight time didn't then after my last flight all six updated at once - some a week later. It is glitchy as hell. That said though - they all updated after I upgraded the fly app to v1.1.6 - may be that has fixed it?!
I use multiple devices, and with Go4 on some, Fly on others, its a dog's breakfast of results, I gave up worrying if it was correct or not. Seems flaky (Fly).