A late reply, but I just wanted to share my experience with FS2000..
First off, it will run perfect in Windows 7. I had no issues at all when I had Windows 7 on my machines.
3d accel, and all else is fine.
On to Windows 10, I have tried everything to get 3D to work properly. It will in windowed mode but as soon as I go fullscreen all panels are cut in half, and nothing seems to remedy it. It won't recognize nGlide and I have had no luck with DXWnd. Windows 10 just doesn't co-operate with FS2000. And I don't want to squint at a small window. Note that I have tested with many different DirectX wrappers and workarounds that usually makes other old gems work.
I have tried running FS2000 with VMware Pro, with both Win 98 and Win XP. Using Win98, VMware does not support 3d accel, so one is stuck with a jerky software mode. It runs poorly too. VMware supports 3D accel when running XP, but FS2000 is all messed up at least for me. Jerky, garbled graphics, just bad. This might be because emulating both Windows XP AND running Fs2000 on top of it might be a bit too much for VMware, and in turn my laptop.
It is a really difficult sim to run these days, which is sad because FS2000 is a favourite of mine. It has great atmosphere. My experience is that having a dedicated laptop for Windows 7 / FS2000 is the way to go. :)