A.W.
First of all, CALM DOWN! He will feel your anxiety. Get a good backpack to use for a carry on so your hands are free. Take a stroller. Personally, I would get the traveling done as quickly as possible, train or no train. If you have lay overs, make sure they are more than 30 mins but less than 1hr if possible. You will need time to go potty and get to your next terminal. Ask the doctor about the tubes affecting him on the flight so you know what to expect. When you have a layover, encourage him to walk instead of using the stroller so he can get extra energy out. I always carried a small foam ball too for layovers - we could sometimes find an out of the way area to play a quick game of catch and if the foam ball got out of control, it couldn't hurt anyone!! Invest in a portable DVD player if you don't already have one and don't let him watch it at all until you are on the plane. One movie per plane ride should get you there and the batteries usually last for 4 hrs. Buy some cheepy toys and again, don't let him see them until the plane ride, maybe even wrap them up like presents to open after take off. Take lots of snacks. You will have to buy drinks after security clearance, but take his sippy cup to fill up later after clearance. If you take the DVD player, you will have to remove it from your bag during security, so have it easy access. You will also have to remove your shoes, so again plan for easy on and off. Good luck. Feel free to message me with anymore questions. I live in Michigan and have family in South Texas. I've been flying alone with my kids since my son was 3mo old - They are now 8 and almost 6 and we fly at least once a year!!