Regarding Chicago: there has been a lot of ink spilled about recruiting in Chicago, basically saying that its the most difficult city in the US to recruit, because of the corrupt nature of the PSL and a bunch of overlapping AAU and city-wide leagues. In short, to recruit Chicago you have to work through several layers of middle men, all of whom will want favors. As a result, no school has ever locked down Chicago. I suspect the same could be said of other big cities, though.
I used to teach at Depaul, and I can say two things: that school spends money as willingly as Jack Benny (comedy related) -- they skimp on everything (most of the faculty are adjuncts); and their basketball facilities are atrocious (and tiny). However, the school is located in a very dense part of a very nice neighborhood (Lincoln Park), and everything is pretty tightly packed in -- not sure where they'd go to expand, but it would be super expensive either way.