Truck simulation seem a good target, beamng trough earth mod already see convoys happening
I guess cannonball runs works to an extent but osm road are quite buggy out of a 2d plane
Xcom apocalipse style would work too, with faction controlling zones, and building tags deciding if it count toward production, manpower, or economy
I'd like something like combat mission, that game was always limited by artificial maps and doesnt require a lot of details
Monster rampage is due a remake if we want to stay on the destruction theme
And maybe missile commando with real casualties
There is a number of games about responding to emergencies that would benefit from a real citiscape