my favorite "chicago" movies:
1. the blues brothers
2. cooley high
3. ferris bueller's day off
4. the untouchables
5. my bodyguard
the above movies are all about chicago as a city. the dark knight is good, but it's not really a chicago movie, it was just a movie which had a lot of its scenes filmed in chicago, but it says nothing at all about the city as a living, breathing place, chicago merely serves as a backdrop for the film. TDK didn't capture the soul of chicago because it wasn't set in chicago, rather the events of the film took place in the fictional gotham city.
looking at my list, all of my favorite chicago films are from the 70s & 80s. it's about damn time that someone makes another definitive "chicago" film, but i can't think of any chicago films from the past 20 years or so that can stand up to those classics.
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