Windows 7 is not going to happen at the moment
Your inflexibility with your wrong conceptions is not going to help you much.
b/c I've read a ton of stories about how FS9 and Win 7 don't like each other.
So, you read a story about someone that probably didn't had any clue about computers saying there are problems and blindly believe it, but if others including the developers of the product you are having issues with, tell you to switch to Windows 7, you don't listen, because "you heard stories" ??
If I could find a "how-to-make-FS9-work-in-WIN7" then maybe would think about it.
There's nothing really difficult: same as with FSX, simply don't accept the default installation folder under C:\Program Files, and install into a custom folder, like C:\FS9 for example. This will solve all issues with Windows 7 UAC model, which are usually created by old addons that try to write in the protected C:\Program Files.
So would Win7 allow me to run FS9 reliably and would I get the 5ish FPS outta KORD with it?
You still haven't provided what I've asked in my last message: what is the fps at KORD with the default C172 WITHOUT ANY VSYNC LOCK ? Because that would tell about how much of your fps is lost because of the scenery and how much is because of the Level-D
Now, I cannot guaranteed you will gain 5 fps, but surely it will run better and, if you are planning to upgrade RAM, it will save you from WASTING your money, because the 64 bit OS will use it entirely.