WinCHM for Word
If you can use Word, you can create help files without more learning.

WinCHM
A very easy-to-use help authoring tool.

CHM to PDF converter
Convert CHM file to PDF with covert, TOC, header, footer, etc.

CHM to DOC converter
Convert CHM file to Word Document with covert, TOC, header, footer, etc..

Txt2Htm2Chm
Convert text files into chm file, website help and single html file.