How difficult would it be to port this?
edit: it's not a snarky, rhetorical, question – I really want to play this
That thing is going to be closed source, ancient, and not actively maintained. 1.5 seems to have been released in 2001.
Why don't you download a free MS VM from https://www.modern.ie/en-gb/virtualization-tools#downloads and then try it on there using something like VMWare or VirtualBox
http://community.clickteam.com/threads/34059-MMF-1-5-to-MMF2...
I work on Gang Garrison 2, a game still actively developed which is also reliant on a dead game creation tool (Game Maker 8.0), so this is sadly familiar.
If there are any problems, (1) make a reportable Wine bug (2) report it to the dev, who may be able to help.
That thing is going to be closed source, ancient, and not actively maintained. 1.5 seems to have been released in 2001.
Why don't you download a free MS VM from https://www.modern.ie/en-gb/virtualization-tools#downloads and then try it on there using something like VMWare or VirtualBox