Sry, i dont ignore your topic, but in the first place i didnt understand.
Freelancer can be installed and played on those OS (tutorials and help is all around the net):
For all systems above WinXp i recommend installing and playing it with WinXP SP2 support / execute as admin. No further settings to be made on my side. Im just mounting the iso and install/play it.
On Win10 there needs to be DirectPlay installed before starting the exe the first time.
A bit more complicated is widescreen support and resolutions above the early 2000s standard - but this is something im working on. I think i will release a widescreen mod for single player soon.