I have successfully followed this guide and gotten a Windows 98 machine set up in 86Box. Below is the original guide I followed, copied here for safety and posterity. See the link above to visit the original guide hosted on GitHub.
–Kirsle
These instructions assume that you have all of the following installed:
Mount “CM8000_1.cue” from “Chessmaster_8000_ISO\Chessmaster_8000_CD1”
Use “Custom” install and install everything.
Insert “CM8000_2.cue” when prompted.
Mount “Chessmaster-8000_Patch_Win_EN_Patch-104\Chessmaster_8000_patch_104” as CD-ROM, and run “cm8k104.exe”
Mount “Chessmaster-8000_NoCD_Win_EN\Chessmaster_8000_NoCD” as CD-ROM and copy “Chessmaster.exe” to “C:\Program Files\Chessmaster 8000” folder, overwriting existing file.
Mount “Microsoft Dinosaurs (1993)(Microsoft Home).iso”
Open D: and run “Setup.exe”.
Choose “Faster” (it requires a whopping 4MB of hard disk space, LOL)
Missing drivers?
Shouldn’t happen with these instructions, but just a tip in case you add some virtual device later.
Poke around in the Registry at HKLM\ENUM\PCI for some info on what Windows found. Beneath each will be the VEN_something and beneath that you will find the “culprits” - look for Class = “Unknown”. Look for the HardwareID at DeviceHunt to see what the device is. VOGONS Vintage Driver Library may have the drivers.