I don’t want to sound too harsh but you are too nice. Trust me I am a nice person. But there is no one in this world that I would drive 90 miles for to drop them at airport. I’d only do it if it’s medical emergency. Frankly no one would even ask me. I travel a lot and pick people up from airports but 90 miles? I drive to work an hour one way and have leased car. Not driving it to airports. Unless emergency. Why can’t he rent a car?

I am not saying stop being friends but stop doing too many things for him. If he’ll stop contacting you then you’ll know why.