I just flew for the first time with my 10 month old. here are a couple of suggestions:
1. if possible either fly during nap time and he will most likely fall asleep or take a red-eye flight because it is less likely to be full and you may have more room.
2. hold off the bottle is possible until take off and the ears shouldnt be a problem. I used a pacifier for the landings since he wasnt hungry again.
3. Bring lots of pacifiers because he will most likely throw them (even the ones tied to the ribbon) and they will go under the seat where you cant reach them. i brought about 7.
4. If you dont have carry ons, bring an extra bag of toys for the baby and buy two new ones that he has never seen. wear each toy out separately so you dont run out of toys for him.
5. bring an extra change of clothes, a ziplock in case of any dirty diapers and something that smells like home, like his favorite blanket.
hope this helps.