We Chicagoans are really very spoiled by our wealth of mid-tier restaurants.
New York has fabulous restaurants along with fabulous prices, and tons of grab something quick places.
My Manhattan friends all tell me that they don't have nearly as many of the sort of "let's grab a bite after work tonight" sort of places as does Chicago. I'm talking about places where you can spend under $15 for a very tasty and well served main course. You can throw a stone pretty much anywhere in Chicago and hit several of them.