I’m having problems with my outlook.com account not connecting also. I have opened a thread here: Using outlook.com calendar
What caught my attention in this thread is the comment above about “click allow” at the end of the wizard. In all my attempts to set up this account, I have never seen that, so I wonder if that is part of my problem. Would it be possible to say where in the process this should appear? Maybe something is stopping before I get that far.