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1->''"I have struck a city—a real city—and they call it Chicago … I urgently desire never to see it again. It is inhabited by savages."''
2-->-- '''Creator/RudyardKipling''', 1891
3
4->''"It rained and fogged in Chicago and muddy-flowing people oozed thick in the canyon-beds of the streets. [[TakeThat Yet it seemed to more alive and more real than]] [[BigApplesauce New York]]."''
5-->-- '''D. H. Lawrence'''
6
7->''"There's a bright, sunny day in Chicago\
8There's a bright, sunny day in Chicago\
9Corruption's as high as an elephant's eye\
10And the meters cost $74.25"''
11-->-- '''WebVideo/TheNostalgiaCritic''', [[WebVideo/TGWTGYearOneBrawl "Oh, What an Adequate Morning"]]
12
13->(''Bartlet and Leo are on their way to a meeting with Babish'')\
14'''Leo:''' You're scared of Babish.\
15'''Bartlet:''' Oh, like you're not.\
16'''Leo:''' No, because we are both men of Chicago.\
17'''Bartlet:''' What is it with people from Chicago that they're so happy to have been born there? I meet so many people who can't wait to tell me they're from Chicago and when I meet them, [[HypocriticalHumor they're living anywhere but Chicago.]]\
18'''Leo:''' You wouldn't understand.
19-->-- ''Series/TheWestWing'' 2x19, "Bad Moon Rising"
20
21->''"Chicago was founded by two guys from UsefulNotes/{{New York|City}} who said, 'You know, I really like the crime and congestion, but the weather's just not crappy enough.'"''
22-->-- '''Paul Reiser'''
23
24->''"Hog Butcher for the World, Tool Maker, Stacker of Wheat, Player with Railroads and the Nation's Freight Handler; Stormy, husky, brawling, City of the Big Shoulders..."''
25-->-- '''Carl Sandburg''', "Chicago"
26
27->''Chicago happened slowly, like a migraine.''
28-->-- '''Creator/NeilGaiman''', ''Literature/AmericanGods''
29
30->The city of "I will." ''Born in a battle against slough and swale, a land that showed neither promise nor purpose, won with metal, with concrete, with our own hands, hammering, forging and building [...] They say that greatness is not a matter of chance, it's a matter of choice. I say that greatness is not something we can wait for. It's something we achieve. Because we are the city of'' "I will."
31-->-- '''Mayor Tom Kane''', ''Series/{{Boss}}''
32
33->''"Chicago still remains a Mecca of the Midwest -- people from both coasts are kind of amazed how good life is in Chicago, and what a good culture we've got. You can have a pretty wonderful artistic life and never leave Chicago."''
34-->-- '''Creator/HaroldRamis'''
35
36->''"I lived in Chicago for three years, and even if they grew up in the super-white, John Hughes parts of Chicago like I did, dipshits from Chicago will always ''act'' as if they grew up near Cabrini Green and spent their formative years bootlegging for Al Capone. [[Film/TheUntouchables HE PULLS A KNIFE, YOU PULL A ZIMA.]]"''
37-->--'''[[http://deadspin.com/why-your-team-sucks-2014-chicago-bears-1627368933 Drew Magary]]''', "Why Your Team Sucks 2014: Chicago Bears"

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