From what I can see on winehq, it looks like ever version before G5 has a garbage rating.
Well, they all use wine at one point or another which is why I checked the wine project's database. That means that you're not likely to have very much luck with playonlinux, lutris, wine, codeweavers or anything else of the sort as they're all essentially the same codebase.Wine does a wonderful job for lots of programs, but there are some that will probably never work.
Might work, I don't know. I haven't had a codeweavers subscription for a while.
Can always give it a shot with Deepin since it comes bundled with a licensed copy of Codeweavers Crossover Office. Maybe first in a VM just to make sure it even works before making any decisions on buying a copy for a different distro or any changes to his current setup.
Deepin has a copy of it? That's a little strange isn't it?
Stop the presses! I guess they only had a full version for a limited time... I know I expressed concern about Crossover being included in Deepin and not other distros. You are probably better off purchasing crossover for your distribution of choice. It is my understanding that Crossover contributes a lot to the WINE project and that is the best way to support WINE. When support ends, you can still keep and use the version of Crossover you paid for. Personally, I had better success with Wine (or Proton) and Play on Linux. Crossover does what it says on the box and they have decent support on their boards. You may wish to read through their website before dropping some coin if it is a concern for you.
... But the Flight Simulator will run for 30 days, and then whole system will need wiped again, and everything re installed.