I'm on a brand new install of MXLinux v23/Debian Bookworm with the latest stable wine using the Debian Bookworm PPA from WineHQ. Previous install of MXLinux v21 did not exhibit this behavior.
Problem is not about an application installing or running, it's about the dialog windows that both Wine itself and applications display. For example, I can run from q4wine the notepad app in a new wine 32bit prefix and its fonts look fine. But if I select from the menubar File > Open, the fonts on the Open dialog window are not aliased. The dialog itself is fully functional, its only the fonts that are unaliased. WineCfg it turns out is a dialog (modal?) window and it opens with unaliased fonts. No change to any of the fonts listed on the WineCfg Desktop Integration Appearance Theme modify this font behavior.
I have:
1. Completely uninstalled wine (using mc to track down every folder and file to delete them); reinstalled from the MXLinux repos - no change
2. Completely uninstalled again and reinstalled using flatpak version from org.winehq.Wine - no change
3. Completely uninstalled again, added the Debian Bookwork PPAs to install from WineHq - no change
4. Googled ad nauseam various combinations of words trying to limit search results to this specific issue, but it's a bit hopeless; most everyone is looking for ways to install fonts or make fonts larger that all works fine for me; in fact, on the Winecfg tab for Appearance, the slider is at 144 dpi and the font displayed below the slider is, of course, correctly antialiased; just not any of the rest of the Winecfg dialog window or any other dialog window
5. I have made sure that any tahoma, etc. font in my Linux system that might cause some kind of font conflict was deleted and reinstalled using winetricks and rebooted my system - no change
6. I have removed nearly every font from my user /.fonts/ folder and restarted - no change
7. I have used winetricks to set the fontsmooting registry keys - no change
8. I have used winetricks to install most of the avialable fonts - no change
9. I have added specific values to my local .fonts.conf file to force Linux system aliasing and hinting hoping, based on a blog post, that might spill over into wine, and restarted - no change
Again - this is not about funcationality - it all works, it's only about the font display of dialog windows; primary windows of apps and Wine system apps (regedit, notepad, control, taskmgr) all load and display fonts as expected until I use File | Open, File | Print, etc.
Why is this a problem? On an HDPI monitor, pencil thin unaliased fonts require that I lean forward until my face is a foot from the monitor to read them. It is a real usability issue. Hoping someone here has some ideas.
Here is an image of what I'm talking about - the application mp3tag (which I've been using for several years in wine) with the File | Options dialog enabled. If you increase view to 200%, you can clearly see that the font of the dialog is not aliased while the menu font and other fonts in the app UI are:
Wine system and application dialogs have unaliased font
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Re: Wine system and application dialogs have unaliased font
Unfortunately, I don't have a HiDPI monitor, and the fonts look fine on my "normal" monitor. Since you have already tried everything, the only thing left to do is to file a bug report.
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