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Title(s) Selected:

Chicago (movie)
Chicago (musical)
Chicago (musical, play)
Chicago (musical, song)
Chicago American Giants (team) (baseball)
Chicago Bears (team) (baseball)
Chicago Bears (team) (football)
Chicago Black Hawks (team) (football)
Chicago Black Hawks (team) (hockey)
Chicago Blackhawks (team) (hockey)
Chicago Blitz (team) (football)
Chicago Bruisers (team) (football)
Chicago Bulls (team) (baseball)
Chicago Bulls (team) (basketball)
Chicago Cardinals (team) (baseball)
Chicago Cardinals (team) (football)
Chicago Cubs (team) (baseball)
Chicago Cubs (team) (football)
Chicago Fire (TV show or series)
Chicago Fire (team) (football)
Chicago Hope (TV show or series)
Chicago Orphans (team) (baseball)
Chicago Red Stars (team) (soccer)
Chicago Rockets (team) (football)
Chicago Sky (team) (basketball)
Chicago Slaughter (team) (football)
Chicago Staleys (team) (football)
Chicago Sun-Times (newspaper/magazine)
Chicago Tribune (newspaper/magazine)
Chicago Whales (team) (baseball)
Chicago White Sox (team) (baseball)
Chicago White Soxs (team) (baseball)
Chicago White Stockings (team) (baseball)
Chicago Winds (team) (football)
Loyola University (Chicago) (team) (basketball)
University of Chicago (team) (football) has real names of 13,442 famous people, 1,713 rappers.
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