Interestingly, it works both ways. I recently wanted to play some oldschool Command & Conquer with some friends, and it was very easy to get these old games running in Wine, but my friends (with modern Windows laptops) couldn’t get it to work. Not even with compatibility mode.
That was very interesting to me.
Hardly surprising. Your typical WINE user playing C&C will notice if an update in WINE breaks it, and report it to winehq. EA don't give two shits about legacy C&C games that aren't making them money.
Can I run wine on windows then? Only semi joking!
Not sure if this would help in this exact case, but I've used OTVDM to run some old games successfully.