If the soundtrack is encoded as Dolby Digital, then you must have a plug-in for Windows Media Player that will enable it to play audio from DVDs with AC3 sound. WinDVD and PowerDVD are much better PC based DVD playback choices than WMP.
You can set chapters at time based intervals, evenly space a set number of chapters, & manually set chapters. I use a script that exports a keyframe file from Sony Vegas that will piut chapters at Marker points set in Vegas.
The key is to zero pad your filenames. I use two tools depending on the job.
1) Adobe Bridge – comes with Photoshop and Suites. Lots of options to build filenames and append or prepend zero padded sequential numbers
2) Bulk Rename Utility from https://www.bulkrenameutility.co.uk – Tons of options to tweak filenames. Can trim specified characters, prepend, append, generate random sequences, etc.