What everyone is really concerned with, though, is quality. Re-sampling is bad, no matter how you look at it. So to take this down a notch to a slightly more technical level, consider the signal path:
Aviation Band -> receiver -> audio -> 88-108 MHz transmitter -> receiver -> audio -> soundcard .. and so on..
Ideally it would be:
Aviation Band -> receiver -> audio -> soundcard
Most of the steps in there are going to have filters of different kinds, different properties of the audio, etc.
In general I would agree that you're more likely to suffer harmful interference (yes, there is such thing as beneficial interference) in the 88-108 MHz band - in this circumstance. That is, this re-broadcast setup surely uses a very low power unlicensed transmitter, and thus is going to produce a very weak signal at your receiver. That's fine if you're close to it, but once you get outside of the "capture" area you're going to suffer from co-channel and adjacent channel interference from the booming stations that are nearby. Down in the aviation band that isn't likely to be an issue - the FCC rarely licenses another Class B tower on the same frequency in the next town over.
So you want ideal? Run the stream from the conditioned audio coming out of the FAA's transceiver. If you can get us in the shacks (legally) I'll supply the PCs.
And while we're having a technical discussion - for the purists - keep in mind that AM and FM are the modulation techniques, an in a purely technical environment shouldn't be used to describe frequency ranges. Think of it like telling someone you drive a "car with 4 wheels." Well, that tells me something about how it gets around, but doesn't do much to pin down a make, model, year, etc. Every airplane has an "AM radio"... both in the sense of the 720 channel aviation radios, and in some cases ADFs, which we all know can be used for "AM Radio" listening, and lightning detection - but that's a thread for another time!
Sean