Get Chessmaster Grandmaster Edition (aka Chessmaster 11)
To anyone banging their heads against the wall trying to get Chessmaster 10 to run under Windows 10, my advice is - find a copy of Chessmaster Grandmaster Edition (sometimes it's referred to as "Chessmaster 11", but if you are searching for a used copy, more than likely, it'll be listed as "Chessmaster Grandmaster").
First, Chessmaster 10 was produced on 3 installation CDs. Chessmaster Grandmaster was released on 1 DVD ROM. That right there saves some grief!
After unsuccessfully trying to load Chessmaster 10 on my Windows 10 machines using every trick and bit of advice I could dig up, I'm happy to report that Chessmaster Grandmaster (and Ubisoft's update patches) installed on my Windows 10 machines pretty easily.
Once you've installed the game and patches, you can run it without the installation disk.
The only very minor "glitch" I noticed is that some of the Chessmaster Academy Drills may not run under Win 10 - the Chessmaster Series and Josh Waitzkin's Academy tutorials run fine.
The actual chess engine/game itself has run perfectly under Windows 10 (running it under both Win 10 Home and Pro).
Hope this helps! :)
Patches download link not working
Best regards. Does anyone have the link for patches download, because those on khollister link does not work