Transport Tycoon. All the way!! It's a bit hard to find, but it is the original Tycoon game (Done by Chris Sawyer) and is a truly awesome game to play 
One of my favorite bugs (That's not a bug, that's a feature!!!) is that in the original game, if you built a tunnel from one end of the world to the other, you would get like $6billion . They fixed it with the deluxe edition. But go ahead and give it a shot. it's also for mac too!!!
There is Open Transport Tycoon Deluxe
OpenTTD.org
One of my favorite bugs (That's not a bug, that's a feature!!!) is that in the original game, if you built a tunnel from one end of the world to the other, you would get like $6billion
. They fixed it with the deluxe edition. But go ahead and give it a shot. it's also for mac too!!!There is Open Transport Tycoon Deluxe
OpenTTD.org