Curbed Chicago has an excellent post with a ton of old info on our failed bid:
The Games in Sochi have been marred by technical errors and the incessant griping from media representatives about the living conditions in the Russian city. But Chicago's Olympic bid will be remembered for being the lowest scoring bid in the first round, essentially making it dead on arrival at the 121st International Olympic Committee Session.
Come with us as we take a walk down memory lane, and take a look at what could have been. If Chicago was selected as the host city for the 2016 Summer Games, the city's transformation would have been well underway by now as our fair city would have been the very next in line to host the event.And for those wanting even more, here is an entertaining video of what could have been: