I've been catching up on the Batman issues and it seems Gotham has taken a turn for the worse since I've been reading it (late 80s-90s). Catching up there's Contagion, Cataclysm, No Man's Land. And recently Death of a Family where Joker seemed to take out a bunch of the police force. A recent issue with the Mad Hatter had him kidnapping some people in a club and dressing them up in characters from Alice in Wonderland. He got angry and had them executed.
I know Batman comics have always been gritty as opposed to Superman, but given the option of living in Detroit or Gotham I'd probably feel safer in Detroit. Even if Gotham is supposed to be Chicago, a place where, like New York, if you could succeed there you could succeed anywhere, would you try your luck there?