This, likely, is because Chicago sucks: 1 and 2
UPDATE
When you think about it, Chicago's Olympic dream made no sense from the beginning. NY, let's recall, was rejected just four years ago, and as the comments make clear, NY is 20 times the city Chicago is. Chicago is this drab, boring, little Midwest cow town. Its barely the most interesting city in its region, whereas Rio is the best city, arguably, in that whole hemisphere. Moreover, North America has had the Summer Olympics 5 times and the Winter Olympics 5 times, with a sixth (Vancouver 2010) already scheduled, while South America hasn't yet had it once.
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