I left Chicago almost 16 years ago, ironically just a few years after the numbers were even higher than they were in 2016. We stayed clear of the windows on new years and July 4 because some of the folks in the projects didn't understand about gravity, and as with any big city it wouldn't have been hard to get in trouble wandering around the wrong parts of town and not paying attention, but despite being about as inner city as it's possible to get and often taking the subway home late in the evening, I really observed very little in the way of trouble. I'm still back a couple of times a year to visit family, and there really isn't anyplace on the north side I'd be worried about.
That said, I'm very happy to be gone from there. The Chicago political system, and to a large extent the rest of Illinois, is so dysfunctional... I'd better stop there before I write a book. Whatever issues are going on with law enforcement, it's just a symptom of much bigger problems in city hall and in Springfield. At the city level, I'll put a lot of it on the shift from an oddly functional patronage system under old man Daley in the 50s and 60s, when the average voter was well represented through the precinct captain and the alderman, to the very different dynamic under Richie Daley in the 90s which was all about special interests, campaign contributions, and cronyism. Add the current massive pension shortfalls, and it may take a long time to dig out of the hole even with effective leadership... which, at least from afar, I've seen no sign of.