Damn this is a massive thread, it's going to take a while to go through it. Kudos to everyone who's posted.

And I've never seen a picture of the Hancock under construction, thanks for posting that one Cbot.



One of the things that struck me was, I've stayed in the Allerton Hotel before, now it's a small building that's lost among the skyscrapers, but it used to be one of the tallest in Streeterville. A building you never even notice anymore used to be a fixture of the skyline.