Squid4 with SSL proxying

This dockerfile builds a Squid 4.0.7 instance and includes all the necessary tooling to run it as a MITM (man-in-the-middle) SSL proxy.

There's a number of reasons to do this - the big one being optimizing caching and delivery of objects during docker builds which might be downloading them from SSL protected endpoints.

It will require you to generate your own CA and set it as trusted.

The resulting docker image uses the following configuration environment variables:

• HTTP_PORT Default: 3128
• ICP_PORT If set, enables ICP on the given port for all users.
• HTCP_PORT If set, enables HTCP on the given port for all users.
• MITM_PROXY If set, tries to enable MITM SSL proxy functionality (requires CERT and KEY)
• MITM_CERT If set, the given PEM certificate is copied and used as the CA authority for MITM'ing connections.
• MITM_KEY If set, the given PEM certificate is copied and used as the signing key for the MITM CA.
• VISIBLE_HOSTNAME Default: docker-squid4 Should be set to a unique value if you are chaining multiple proxy servers.
• MAX_CACHE_SIZE Default: 40000 Cache size in megabytes. The cache defaults to /var/cache/squid4. You should mount a volume here to make it persistent.
• MAX_OBJECT_SIZE Default "1536 MB" Maximum object size to store in the cache. This is set high as one of my typical use cases is proxying distribution images.
• MEM_CACHE_SIZE Default: "128 MB" Default memory cache size. I've no real clue what this should be, but RAM is plentiful so I like to keep it fairly large.

Example Usage

The following command line will get you up and running quickly. It presumes you've generated a suitable CA certificate and are intending to use the proxy as a local MITM on your machine:

sudo mkdir -p /srv/squid/cache
docker run -it -p 3128:127.0.0.1:3128 --rm \
    -v /srv/squid/cache:/var/cache/squid4 \
    -v /etc/ssl/certs:/etc/ssl/certs:ro \ 
    -v /etc/ssl/private/local_mitm.pem:/local-mitm.pem:ro \
    -v /etc/ssl/certs/local_mitm.pem:/local-mitm.crt:ro \
    -e MITM_CERT=/local-mitm.crt \
    -e MITM_KEY=/local-mitm.pem \
    -e MITM_PROXY=yes \
    squid

Note that it doesn't really matter where we mount the certificate - the image launch script makes a copy as root to avoid messing with permissions anyway.