https://bugs.winehq.org/show_bug.cgi?id=29188
--- Comment #10 from Roger rogerx.oss@gmail.com --- Grepping some of the debug output, I think the following is very likely relevant here!
trace:comm:get_irq_info TIOCSERGETLSR err Inappropriate ioctl for device trace:comm:get_modem_status 0146 -> MS_RLSD_ON MS_DSR_ON
The above TIOCSERGETLSR was previously also reported, and likely suspected as the root cause.
For those referencing this bug, please see "http://wine-wiki.org/index.php/Debugging_Wine_Examples#Com_Ports" The above error was easily found using 'WINEDEBUG="+comm,+file" wine my.exe', and doesn't look like Wine was able to even open a COM port because of the TIOCSERGETLSR error.