how long should he be at the airport before the flight? i would say 2hours since NYC is very busy and it gives some wiggle room especially since your not frequent flyers
if you can check in online than do so 24hours prior to the flight and then you wouldn't need to worry so much about being bumped.....if not get to the airport even earlier so you dont run the risk of all of that
i wouldnt worry too much about a cancelation, unless the weather is terrible or other unforseen events........delayed maybe but cancelation probably not
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