Speaking as press, I have to give the media team at Occupy Chicago credit - they get their word out and do all they can to help the press cover their events. Having been approached by smaller Occupies for help with their media efforts, I asked Natalie Solidarity of Occupy Chicago's media team to spell out what makes their group so good.
What she told me in this interview can help your Occupy (or any other group looking for media coverage) bunches and oodles. This is good information, and hence pretty boring. But if you can stay awake for less than 10 minutes you stand to benefit a lot.