https://bugs.winehq.org/show_bug.cgi?id=41152
--- Comment #3 from Ken Thomases ken@codeweavers.com --- For what it's worth, Wine does not use FontConfig by default on macOS. It uses the native Mac font APIs, instead. MacPorts overrides this by specifying --with-fontconfig as a configure option. Should still work, of course.
Also, which user/graphics driver is your prefix configured to use? Can't hurt to add +x11drv,+macdrv channels to the log that Nikolay requested.