Yeah, it will depend on bubs. We travelled across America with a 12 week old and she was fantastic. Don't think I would have done it with DD2 though if the chance came up. You should have enough time after bubs is born to decide if you will go or not. Flying with a bubs is ok as long as a you have a way to help pressurize their ears. We either BF or gave DD a few drops of Infants Friend if she did not want a feed during take-off and landing. I think too if your bubs gets use to sleeping in different places and going to different places from birth then you will manage fine too.