V.P.
Hello! Don't be hard on yourself, I travelled a lot with my kids when they were babies. You sound like you have a good plan. I would advise you to either breastfeed or give your son something to suck on when the plane is ascending and descending. I was told this would help his ears to adjust. We flew from DC to CA with our 4-month and she was fine. You may want to check with your pediatrician beforehand just to see if he/she has any other tips for you. Also, hopefully you will be next to a nice traveller, but if you run into anyone who has a problem with a crying baby - don't let it affect you. Baby comes first. Good luck!