See, I like the Chicago for under $300. I tend to go for a few days, not just for miles. I go different places usually. I try to pick places I've never been. Except Chicago...I can do trainings there (READ: work pays!) and I have family there.
I guess I may start trying that ANC-SEA-JNU if I need a run next year!
I should just buy you lunch sometime eastwest...then I can get all your secrets!