How do you redirect an HTTP request with a nonexistent subdirectory to HTTPS 404?

I’m having a similar issue as the user here. I’m running an Ubuntu 14.04.4 droplet and using Apache2 for the webserver.

My current redirect setup goes like this:

The last one is where the problem is. For some reason, my permanent HTTP to HTTPS redirect fails if a subdirectory or file is also part of the URL. On Chrome, I get redirected to a ERR_CONNECTION_REFUSED page for example.comdoesnt-exist (obviously not a real domain) over HTTPS. For that last case, I want to have it arrive at my catch-all 404 page over HTTPS.

Here’s my 000-default.conf file (I’m not using an .htaccess file):

<VirtualHost *:80>
	Redirect permanent /

<VirtualHost *:443>

	ServerAdmin webmaster@localhost
	DocumentRoot /var/www/html

	SSLEngine on
	SSLCertificateFile <location here>
	SSLCertificateKeyFile <location here>

	SSLCACertificateFile <location here>

	ErrorLog ${APACHE_LOG_DIR}/error.log
	CustomLog ${APACHE_LOG_DIR}/access.log combined

	ErrorDocument 404 /404.html
	ErrorDocument 400 /400.html

<Directory /var/www/>
	Options Indexes FollowSymLinks MultiViews
	AllowOverride All
	Order allow,deny
	allow from all

I’m a newbie at this so there’s probably an embarassing mistake in here

I greatly appreciate any help!

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This question was answered by @bcanseco:

Thanks a lot! I’ve heard of Let’s Encrypt before - I’m definitely going with them once this cert expires. Anyway, luckily I fiddled with this some more and found a simple solution. For anyone looking at this in the future:

<VirtualHost *:80>
   ServerName <--- add a slash here
   Redirect permanent / <--- and here

Makes a lot of sense, really stupid that I overlooked this.

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