Hi Stimpy,
Old Windows games on later versions of Windows are consistently a royal pain. For Sim City, you'd be much better off finding a DOS version and playing it in DOSBox. There are some good DOS versions of the game.
But yeah, you'd need a Virtual Machine in VirtualBox, Hyper-V, or VMware in order to effectively play the Windows version. That is unfortunately a pain to get setup and maintain, however, as you have to install and maintain a complete operating system just to run the game.