The Escapists

The Escapists is an indie point-and-click prison break game that allows the player the 'freedom' to live the life of a prison inmate, ultimately planning and pulling off an escape.

You'll have to stick to a schedule to avoid arousing suspicion, craft the tools you'll need from stuff lying around the prison (or, instead, steal them), make use of/stay off the radar of your fellow cons and guards, and eventually build your own escape tunnel while keeping it hidden from the people that might reasonably want to cave it in.

The game was Greenlit and successfully funded on Kickstarter in November 2013.

As of February 2015 this game is available on Xbox One.