Rather than renting a car and trying to find an elusive parking spot in Chicago, or paying $40 for parking, I just took the EL in from O'hare - worked great. Got to my hotel late, but they gave me some warm cookies, and I figured that despite my cookie fast I deserved them.
Woke up on Friday and explored Chicago a little before going to the career fair - I checked out Navy Pier, then went to the John Hancock building and went up to the observatory. It was pretty sweet, with amazing views of the city like this one.
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So while I haven't experienced Chicago during the winter, and I'm sure that they have plenty of days in the summer that are hot and humid, I think downtown Chicago is actually the nicest big city I've been to. Wide streets, clean (compared to New York), usually a nice breeze blowing through. I don't know how the suburbs compare, but downtown Chicago in the summer is a sweet place to be.
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