With the climate that the city will have, will anybody even open a gun shop in the city? I know there will be people that will want to, but the city is going to do all it can do to screw with those stores.
Chicago is ALWAYS suing gun shops in the suburbs and N.W. Indiana. Google, Chucks gun shop in Riverdale, Il sometime. It's the closest gun store to the city, and they have tried for decades to sue them out of existence. How they have survived, I have no idea.
No one in their right mind is going to want to operate a gun store IN the borders of the city. At least the shops in the suburbs and Indiana aren't harassed by the towns they are in (in fact many of those towns love the revenue they bring in).
Hard to believe that there is no gun shops at all, in the city of Chicago, but there isn't. Probably never will be many.