Here's one possible connection:
* Kevin Bacon was in "The Air Up There" (1994).
* Jennifer Coolidge was in "The Air Up There" (1994).
* Jennifer Coolidge was in "Nacho Libre" (2006).
* Jack Black was in "Nacho Libre" (2006).
Therefore, Kevin Bacon and Jack Black are connected through the "Six Degrees of Separation" game, with Jennifer Coolidge acting as a bridge between them.