The 1998 windows version with textures but no iMuse?
I heard it should support controllers out of the box, so did you try that first?
If not, joy2key might help, or you could try running either version through Steam and using the steam controller settings.
@Det.Bullock is the resident classic flight sim expert and probably knows more.
Unfortunately, I don’t have an xbox pad, so I’m usually trying to do things the other way around, although Steam controler support has fixed that issue for me.