I visited Chicago last year over a weekend. I stayed downtown so there was tons to see and do within walking distance. I didn't feel unsafe at all; that being said I wasn't out late at night and I'm sure the city has its own shady areas I didn't see. Had a great time, friendly people and the food was good. I'm sure they have gangs but every major US city has them.
The next part of the trip was Detroit - now that's a city with crime problems.....
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