In case you wanted to get wine working for purpose of running 32-bit games then unfortunately it will not work with wine but you can try with VirtualBox. I also tested it with IrfanView 64 bit ( ) and it also works fine.

Those steps might not be exactly precise, as I'm not sure if I did not miss something but hope it will help someone.Īlso, note that obviously wine on macOS Catalina will be able to run only some 64-bit windows apps and all 32-bit windows app will not work. wine explorer for graphical file manager instead of console Also, you might want to run: sudo spctl -master-disable to disable gatekeeper if you will see some system alerts about loading app from an unknown developer.After fixing freetype fonts problem I was able to run notepad++.It showed some errors about freetype fonts so I installed them with macports and I had to copy them from /opt/X11/lib to /usr/local/lib before wine detected them.It opened windows console and here I was able to cd to Notepad++ 64 bit directory (downloaded from note that newest version did not work and threw some errors about some dll's).It compiled after more than 30 minutes.configure -enable-win64 successfully without errors in terminal run: make It showed that it couldn't find bison, so I installed it with macports (sudo port install bison).My steps were more or less something like that:

I was able to build Wine 64 bit from source on macOS Catalina and successfully run Notepad++ 64 bit on it.

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