SquidGuard is broken for https out of the box. You need configure Common ACL
Target Rules List Default access [all] to Allow, save. Then click Apply in General settings tab.
My best bet is that Default access has no block page configured for some reason. If anyone knows how to get Default access to deny working please let me know.
Here is my working SquidGuard configuration step by step tested on pfSense 2.3.4-RELEASE-p1 (amd64):
1. Download any blacklist - www.shallalist.de for example.
2. You need to configure your blacklist default to Allow state (The default state which is Deny all is what causes https://http/* error)
- Go to Common ACL Tab
- Hit plus button on Target Rules List
- Scroll down to Default access [all], set access to allow
- Set other categories that you want to be blocked to deny.
- Hit save at the bottom of the page.
- Go to General settings Tab.
- Click Apply at to Top of the page so your settings will be applied from Common ACL Tab.
Check if https sites load properly now.
Remember to clear cache from before playing with pfsense from your
browser or it will show you old state of web filtering.
https://http/
in your screenshot looks like typo somewhere)