Have you familiarized yourself with MS's HTML Help Workshop ? [^
Check out: (free)
DocProject for SandCastle: [^
KEL Chm Creator: [^
Check out: (not free)
Atomineer is a low-cost (US$ 60, student license US $40) 3rd. party (commercial) tool that will automate producing structured code comments in your .cs files that can then be run through whatever tool you use to create a .chm file [^
]. I have no connection with this company.
And, did you think of reading a few articles on CodeProject: [^