Around 2000 I played a game named Crimson Skies. Set in an alternate reality where the US broke up into pieces and freelancers with their airships and planes ruled the skies.
This game could use a sequel.
It got a couple sequels but they were Xbox only and from what I hear not as good. But I agree it could do with a reboot. And a setting so I can actually hook the plane onto the airship rather than just getting close enough.