I've considered the possibility. In fact, I think that the Dems might actually hope for it. But to pull it off, he will actually have to face Keyes ala Lincoln/Douglas and promote it as such. With a few breaks, this is something we can win.
What you suggest is a risk I'm willing to take as an American. As for Illinois, the result is in their hands--and in many ways by our behavior here and elsewhere, ours.