How to play Chessmaster II on Mac

Game summary

Chess is one of the oldest board games on Earth; even the Egyptians played an early form of it. Now, chess comes to the PlayStation with THE CHESSMASTER II. Choose from 24 animated chess sets, including Mycenae, Egyptian, Isle of Lewis, and Stanton. Try to checkmate your friends, or challenge one of the 64 computer opponents (each with a different style of play and varying degrees of skill), or try to beat one of the 30 Grandmaster profiles. You’ll never miss an opening in the 3D mode, since you can rotate the camera to any angle you want. Or, if you prefer, play on a flat 2D board. THE CHESSMASTER II brings the thrills and challenges of chess to life.
First released: Sep 1999

Play Chessmaster II on Mac with Parallels (virtualized)

The easiest way to play Chessmaster II on a Mac is through Parallels, which allows you to virtualize a Windows machine on Macs. The setup is very easy and it works for Apple Silicon Macs as well as for older Intel-based Macs.

Parallels supports the latest version of DirectX and OpenGL, allowing you to play the latest PC games on any Mac. The latest version of DirectX is up to 20% faster.

Our favorite feature of Parallels Desktop is that when you turn off your virtual machine, all the unused disk space gets returned to your main OS, thus minimizing resource waste (which used to be a problem with virtualization).

Chessmaster II installation steps for Mac

Step 1
Go to Parallels.com and download the latest version of the software.
Step 2
Follow the installation process and make sure you allow Parallels in your Mac’s security preferences (it will prompt you to do so).
Step 3
When prompted, download and install Windows 10. The download is around 5.7GB. Make sure you give it all the permissions that it asks for.
Step 4
Once Windows is done installing, you are ready to go. All that’s left to do is install Chessmaster II like you would on any PC.
Did it work?
Help us improve our guide by letting us know if it worked for you.
👎👍