Since IDA Pro 7.0, the bundled python's
x64, and has some troubles during its installation process:
when asked to chose where to install it, the
next button isn't working.
The solution is to ignore python's installation, complete IDA Pro's one,
download the latest release of
x64, and launch it in quiet mode,
msiexec /i python-2.7.13.amd64.msi /q.
You can now use IDA Pro with IDAPython.
IDA Pro uses Qt (namely 5.X since IDA Pro 6.9),
meaning that on Wine it's affected by
dropdown positioning in multiple monitor setup when running under wine, also
tracked via Bug 37709 in Wine.
The easiest way to fix this annoying behaviour is to ~~monkey patch Qt~~ use Wine's explorer, to create a virtual desktop so that IDA Pro won't have to fiddle with our screens, with something like this:
$ wine explorer /desktop=IDA,1920x1080 .wine/drive_c/Program\ Files/IDA\ 7.2/ida.exe