I think that Richman set up a bit of a straw man to knock down. It's a little lazy to begin with the premise that Chicago was never much in the food department (while at the same time admitting a USA Today-level of knowledge that Chicago is good for architecture and comedy (as if its other cultural assets are unknown or unimpressive)), when Chicago(land) is the city of Banchet and Trotter and Bayless, Spiaggia and Everest (even Melman and Levy). The whole "second city no more"-themed popular criticism piece goes back, far as I can tell, to the late 1800's. It's a threadbare, hackneyed, cliche' of a chestnut. Little matter, since most of the GQ demo probably has no reason not to buy the silly idea that Richman discovered Chicago the way Colombo discovered America.
Then again, he has a point that is, possibly, substantively different than that which has been said before: never has something so different been so clearly happening almost exclusively, and certainly mostly, in the kitchens of one city.
Of course, with the Second City piece comes the comparisons to NYC. I love NY, but the myth that anything worth happening must happen there because, basically, all good things come from God, still confuses me. In fact, it seems to me that NY is more apt to absorb than to forment in any number of endeavors. Today, "most" New Yorkers apparently would rather spend hundreds of dollars for dinner at Il Mulino than at WD-50. That makes no sense to me, and my NY friends agree. That will change.
I think the press in NY has much to do with it. I have noticed that NYC critics, more than anyone (and particularly for the Times), are dismissive of the long tasting menu and innovation. This seems not to have bothered the Chicago chefs, who work in a city that does not live and die by the critic's pen and does not have a restaurant culture that worships French gastronomy. By rejecting, in part, his peers' common wisdom, Richman is saying something new.
I also think that comparisons to Spain, on a broader level, are interesting. Spain is similarly popularly perceived as a throwback, culturally stagnant to the point of resting on laurels half a millennium old. But Spain has been shaking up Europe, culturally, for a long time as well --whether in art, literature or food.