I have flown from Ireland to SAN 2 times with my DD and making my 3rd trip soon. 1 of these trips and my next one will be alone. She went at 8 months and 22 months. The last trip she originally going to go as a lap baby due the cost but I came to my senses after talking a friend who did the same thing. She told me that the 8 hrs on the plane was horrible. It was impossible to move when the baby fell asleep, her legs got really sore and she couldn't eat with baby on her knee. I know another friend who travels with her toddler twins regularly on her own. I know that when the girls were under 2 she was only allowed one lap baby.

It is doable. Eclipsepearl had great advice. Can I add travel as light as possible. I took one big checked case for the 2 weeks, backpack-style nappy bag, pram and soft blanket. The nappy bag could fit under the pram. All of the documents, wallet etc went in a waterproof file in the nappy bag. I checked my purse. Bring change in clothes ideally stuff like leggings and tops for everyone, nappy bags for soiled clothes, quiet toys, snacks and more nappies/wipes then you think you will need. This really important if you are transiting in the US because you have to collect your bags and recheck them to your next stop. I also brought reins (contraversial, I know), my little girl was a runner. If you can get a car seat at your destination get a CARES harness. It far better than trying to carry a baby (2 in your case), car seat and all the rest of the stuff.