You need to give the config checker more time to complete. I had this same issue a few versions back and someone here told me the same thing.
“You are using pip version 18.0, however version 19.0.3 is available.
You should consider upgrading via the ‘pip install --upgrade pip’ command.”
What you see above is when it it just getting started.
When I just did the check, I got a little bit past that part and then it paused, took another 10 min and then said it was ok.
It’s slow sometimes 20 min to finish…give it time.