We have tried both. Flying my poor sons ears started hurting on take-off and landing :( And it was a major hassle to fly with a baby.
We prefer driving now. We go visit family every couple months and they live 12 hours away, we drive it straight through and my 9 month old does great. We drive at night so that he sleeps most of the trip! And we have found that he LOVES the mirror that you can put on the backseat, and it is nice for you too, because then you can see him! Also, it is really hard to change a baby's diaper on a plane, but on the road, you have the convenience of stopping at rest areas or gas stations.
So, in my opinion, as someone who has tried both, I would recommend driving hands down, especially like I said, if you can travel at night, he will probably sleep most of the way :) Hope this was helpful! Good luck on your trip!
at 9:45 PM on Nov. 21, 2008