I only had three Chrome extensions, none important, so I removed them all. Still timed out trying to connect to pfSense. Then I started Chrome with extensions disabled. Still timed out.
Then my bank started saying "Sorry, our system is currently unavailable. Please try again." after some time when I try to log in. Just like pfSense, my bank has no problem with Firefox, Edge, and IE, which lets pfSense off the hook.
I've killed enough time on this. I'll give Firefox and Edge a try.