People forget that Daley's plan was to get corporate interests to fund the Olympics. G-ROD already said he wasn't paying for the olympics, and the feds rarely give money. US Olympic bids are financed locally. And the IOC did NOT like a corporate financed Chicago 2016, never mind the olympics is a giant ad for coke.
That, coupled with the fallout of the Salt Lake City bribery fiasco, meant chicago never had a chance. Even with Richie calling a favor from Obama, who was a rock star to European leaders at the time.
The long-term future of the Olympic sites was the corporate interests controlling most of the facilities, and favorable deals for land to develop nearby. While the washington park stadium was to be dismantled after the games, the park and the area around it was going to be "cleaned up" and be ready for gentrification. Even now, that plan is happening, just with the Obama Museum and the eventual tiger woods golf course nearby.