I plan to do this, someday. Fly out and drive home in something like a 65-67 Mustang, 64-65 Falcon or pretty much any Corvair. Why?
Adventure. Fun. Importation of a rust-free car to the east. And, I expect to meet and have conversations with any number of folks over the interesting ride. The Fords I can fix with a bit of barbed wire fence and some duct tape. The Corvair I'm not so sure about not potentially leaving me stranded in the middle of Nebraska, nearby AutoZone or not.
The 60s Caddy is a good choice, but I prefer something that gets around 20 mpg and I would actually want to own once the trip is over.

The top was there but useless.