Yea. Flew with kat's bow and all my armor to Father Christmas last year. We borrowed arrows, swords and shield from friends on site though, to save on packaging costs.
For Chicago to KC, you're looking at about 10 hours, less actual driving if you can hook up with us here in STL. I'd avoid air travel for events if possible, it's kinda a hassle, and you're limited in what you can bring.
Also, Goats. A good rule of thumb. Ask yourself when you finish typing your post "Is this information sound and informative?" Then ask "If not, is it at least really funny?" If you can't answer yes to one of those, just cancel it. I don't know how many posts I've written, realized they were pointless, and cancelled. Not to mention, if you are going to have to explain one of your posts with "because I'm young and stupid", probably best to just not put it there. Noone likes dumb kids.