The original setup.exe is the bottleneck. You must replace it with a 32-bit version of the InstallShield engine (often named setup32.exe ).
Autodesk offers a free 30-day trial of AutoCAD 2025. However, if you hate the Ribbon UI and miss the classic toolbars (1999–2004 era), follow this guide precisely. You will have a running AutoCAD 2000 on Windows 10 64-bit in under 90 minutes. How To Install Autocad 2000 On Windows 10 64 Bit
If you have access to a working AutoCAD 2000 installation on an older machine (like Windows XP), you can manually port it. The original setup
It repackages the AutoCAD 2000 installer so that Windows 10 recognizes it as a compatible 32-bit application. However, if you hate the Ribbon UI and
Do not run from the CD.
Open the app, select the "Old AutoCAD Installer Reviver" tab, and point it to your AutoCAD 2000 CD.
You cannot fix these with "Compatibility Mode" alone. You need a two-layer solution: and Windows Compatibility Settings .