I believe you will need a new version of the software if you plan to install it on Windows 10 because the Deluxe one doesn't quite support the Windows 10 operating systems.
The next software will also have to be purchased from its official website: http://www.broderbund.com/p-950-calendar-creator.aspx
If you have the old installer, copy it on the Windows 10 OS, right click it and then choose run as Administrator and you could also apply a Compatibility tweak using Properties > Compatibility > Windows XP.
If the app will run, then you can export the content from the other PC and import/open it on the new PC.