A great map, it represents well the town I call home. I suppose it may be late for changes, but I agree that Pilsen would be a better label for the area labeled West Town. West Town is a pretty broad catch-all that includes Ukie Village, East Village, Noble Square and probably Wicker Park depending on who you ask. West Town is certainly out of place when it's south of West Loop. I'd put the West Town label on the territory named Wicker Park.
I also played several games before realizing that Roseland and Gresham were connected. Now I know better, but that area of the graphic could maybe be cleaned up a bit.
I see that this board has already been quenched, so I don't expect any changes soon, just thought I'd throw my thoughts in there. On the whole I do think it's a great map and congrats to ScottLand for doing such a wonderful job. I especially like the helicopters. There are only a few hospitals in Chicago with helipads, and I think it's a nice touch that that's reflected in this map.
Good luck in all your games,