Chicago is just, no. Grinders finish around 10PM. 10PM. Chicago. Night time. I'm looking into my crystal ball and I'm seeing a "NO." Take it from someone who camped outside NikeTown Chicago, there are a lot sirens and a few too many people walking around. I love the city during the day, I mean its fantastic. But at night, when all of these events are letting out you'll have 100s of people riding the subway, I gurantee you'll get parents pulling their kids out of events to get to the hotel early. My experience on the subway is this: Under the influence of any number of drugs people can actually sleep while standing up, holding on the pole and snoring loud enough wake a bear from hibernation. Enough ragging on Chicago, like I said its a great city. Just not late at night.