Thanks for the reply! If I can just get tickets and check luggage at the same time then I'll just do that. I'll be renting from National and returning to their North Lasalle office so I'll just park it in the garage and make a few trips. I suppose on arrival I could just claim my luggage and then call for a pick up for that rental if it's easier.

I appreciate the concern re: sleep apnea. I have been tested and do have a case of it, but it has gotten better since i lost some weight (and should continue to do so). This is why I'm leaning towards the train versus flying. I do fit in airline seats, but only just. I will try to get a roomette near an end so i have one less neighbour to annoy and so perhaps there is more ambient noise to muffle me a bit. Do I get to select the roomette when i book?