[ThePhysicist]

If on OS X, you can probably run it inside a virtual machine (Windows 98 images can be downloaded for free from the MS site I think).

Performance-wise it shouldn't be an issue on today's hardware.

[steckerbrett]

Running games in a VM is always a totally crappy experience, running it in wine is better but still not completely perfect. With Yosemite there's some graphical glitches which make it effectively unplayable, most of it runs at about 2 FPS.