Ron Paul would win easily, just because there are more independents that support libertarian ideas than progressive ideas. This was also right after Paul predicted the crash. It would be a beautiful election. I love Kucinich
Paul would be tainted with his party (and no, his clashes with Bush won't change that) and the fact that even less economic oversight is not an especially popular position in general, especially in a economic crisis.
I feel like his clashes with Bush
would
change that; the chief opposition to Bush in 2008 was the Iraq War before the market crash, and with Paul essentially running against Bush, he'd make a pretty effective case about not being involved with it.
The thing that'd be super interesting to me is how clean a campaign it would probably be. Kucinich and Paul like each other and have never spoken ill of one another from what I've seen. It'd be pretty refreshing to have two candidates speaking in-depth about policy issues rather than just name-calling and bringing up non-issues from each other's personal lives.