Here's an interesting idea from the New York Times, as discovered by the media gossip blog Gawker: Hire someone to cover private schools.
You could argue that the same should be done here. After all, a good chunk of Chicago families -- 30 pct? -- don't send their kids to public schools. They send them to private or parochial schools or they move to the suburbs even if they commute in to work.
And yet those parents often have very little objective information about what's going on at their kids' schools or at the other places around town.