M.G.
J.,
My husband is in the airline industry so I have been a frequent flier WITH my children for 13 years and my children are now 15,14,11,6 and 2. One small little thing that has not been mentioned yet. You can no longer take liquids or any gel like substance on airplanes. I suggest before packing your carry on luggage you visit the TSA's website at www.tsa.gov for a list of things that you are no longer allowed to carry on to a plane. Including things you might find in your purse such as: mascara, liquid lip gloss, and foundation. If you are not prepared your stress levels are likely to go through the roof. You are allowed to take a certain amount of baby formula on board. I'm not sure about the milk. Give him a dose of children's decongestant - it helps with the pressure. And if you don't mind a little sticky mess give him a sucker for take-off and landing. Definitely pre-board! The flight attendant will inform you that the carseat must be in the window seat. As soon as you get on the plane first thing is to buckle in that carseat. Your husband will have so much fun doing that unless you are using a booster seat (which makes it much easier for your 3 yr old to get out of on his own! Those seat belts are very easy to unbuckle). The quicker you sit in your seat and the less you get up the better. That way he sees that you have to sit down. There is no perfect plan for traveling with a toddler. (In fact, babies are easier.) Just be as prepared as possible, hopefully your son will take a nap the whole way and you will have stressed for nothing. I have found that waiting to get on the plane can be a more stressful experience than the plane ride itself.
One other helpful tip - If the pressure does start to bother him a lot, rub your hands firmly together creating warmth and put them over his ears.
Well, that's all I can think of for now. Good luck and God Bless!