Wingdings is coming from the msttcorefonts package. Around at 2000 has the microsoft made its core fonts package free downloadable "in the interests of the cross platform compatibility". Later they changed their view, and it was made closed again, but the at this time opened font files are still being widely used. These fonts don't change so fast (f.e. the times font is more than 100 years old), as the other software components of the world.
What in your situation important is: wine is running (probably) on a linux, and thus it uses the wingdings from the msttcorefonts package, which is the wingdings font, which was released by the microsoft around before 10-15 years.
It is very improbable, that the microsoft changed anything in this font (encoding changes don't count, the truetype font format uses unicode), but if it happened, it were some difference between them.
If you have a legal copy of a current windows OS, you are probably allowed to copy its wingdings font to your wine (search for a
wingdings.ttf or some like so).
I didn't closed out minor differences between the wingdings fonts of the wine and the windows, mainly because the extensions/new pictures were of course impossible to get to the wine wingdings font.
But if you want to really see clear, get the free linux font editor named fontforge from here. Open both of the wingdings.ttf files, and if they differ, you will know this.