tkinter-tooltip
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Tooltip goes out of screen
The tooltip should try to stay inside the bounds of the monitor whenever possible. Take a look at this answer.
I'll have a look although implementing something like this I suspect would affect the format of the hover message, e.g. if the frame is too small and the hover message is bigger than the frame's dimensions the hover message would have to wrap and by doing so take over the entire GUI.
Yea its not a simple problem to solve, you can check out alternative implementations like the one from idlelib, ttkbootstrap or AwesomeTkinter