Hey Kat!!! Great news to read!
Flying: Carry energy shots or caffeine pills with you. Shots are tiny and you are able to board with them. Some will tote a few SPUT's in a convenient place to stick one under the tongue before takeoff. Others take ginger candy with them!
The TSA's mean it when they say 'We're only looking for explosives' - they are NOT doing any drug checking from what has been seen, so no worries there really. I know some herbs were on that flight too.
Many will do a preventative bust shortly before their flight day. Maybe 2-3 days?
If you get your O2 renewed, you can call the O2 server at the other end and have O2 waiting. It does require a script though. Take your regulator and mask with you!
I flew for the first time in over a decade to the Dallas Conference. I was terrified! But, it all went smoothly. I had shadows on the other end, but they were easily handled.
Best of luck and Happy Holidays!!