https://bugs.winehq.org/show_bug.cgi?id=41101
--- Comment #9 from Daniel Perelman dap56@cornell.edu ---
The catch is the video plays upside-down. Which is very strange. The same video files play just fine in VLC/mplayer under Linux.
... I have a slightly silly workaround, which seems to be sufficient to make the game playable: flip all of the videos using ffmpeg:
ffmpeg -i $INPUT -vf vflip -c:a copy -b:v 1868.5k $OUTPUT
flips a single video and wrapping it in a loop over all of the .avi files flips all of the videos (which is currently running on my computer, but I tested with one video first to confirm this would work).