There is a very old sim game, Simcopter, that might scratch this itch. I have no idea how you would go about obtaining a copy though.

The short version is you fly around a simcity style city as a freelance chopper pilot basically. Spotlight criminals, dump water on fires, air taxi the wealthy, etc. You get cash rewards you use for fuel and upgrades to better missions. You can even load up a simcity 2k save and play in the city you built.