https://bugs.winehq.org/show_bug.cgi?id=55132
--- Comment #11 from Rafał Mużyło galtgendo@o2.pl --- ...well, font matching in wine...
It works pretty well...as long as you only need a single font.
If the match doesn't have the glyphs you actually need, you're likely pretty screwed. This is just one example of it.
But doing this properly would likely require something like pango and despite some of its shortcomings, that's a pretty complex beast.