C.B.
My sons first vacation was also when he was 9 months old. We flew from Ohio to Boston. I also, planned on breastfeeding when taking off and landing, although that is not how it turned out. My son had no problems with the pressure, and therefore didn't need to nurse.
I pumped some milk before leaving, so that we had some in bottles just in case I felt uneasy about where I was seated and nursing. One security person was not happy about the fact that I had 'mixed' the bottle before getting past security, but I had to inform them that I had pumped, and that it was not formula, and then they were fine with it.
When I traveled, I also went by myself with my son, so it was a bit of a struggle getting through the airports with my son in tow, and a large suitcase and carry-on and purse, and car seat. What I would do differently was that I would have kept paperwork and other needed items in a more accessible place. I kept dropping things while trying to dig for my tickets, or license, etc.
Here is what I would suggest:
1. If you can afford it, get a separate seat for your child, use the car seat in the plane.
2. If you have a lot to carry, bring a stroller, and use it right up to the gate. They will take the stroller and store it for you. When you get off the plane, they will have the stroller right there for you, and your hands will be free to do other things.
3. Bring new, small toys that aren't noisy. Your child will probably get bored on the plane, and it helps to have a new toy to surprise them with.
4. Try to get an aisle seat, it is much easier to get to the bathroom in a hurry if you need to.
5. Don't worry if your child cries or misbehaves. Like my brother-in-law told me, it is a sign of life.