World Map flight takes me automatically to O'Hare instead of where I selected

The majority reason of this is due to a non-ascii alpha/numeric in your Windows 10 name. Even after changing the name, it still happens because changing it only changes the display of it rather then the actual path as it creates only a symbolic link. C:\users\your-name-with-non-ascii-chars
Might also check out this link, and search for similar issues. This was a bigger problem a while back, but most people have fixed it now.

Regards