I know some people who run a non-profit that connects artists with charitable causes, and after talking with some of them they might be interested in helping set up a chiptunes event. They are really good at organizing and running events, so it might be a good way to have another Chicago area concert, bring in some good artists, help out a good cause, get the scene a little more established in illinois, and have someone else handle details.
Would any Chicago area (or midwest) chiptunes people be interested in such an event? Their non-profit is called "The Prop," and their site is <www.the-prop.org>