For reals get out enjoy our wonderful art institute or museum campus by the lake front . Any kind of music you like there is always some great stuff going on in clubs. Take in a lecture at the cultural center for free . The second floor of the Chicago history museum has a great exhibit on how workers rights were fought for hereand Pullman co history and strikes
May Day started with German workers here etc. or stop by the IWW headqtrs on the northwest side to check out what's going on with workers right now and find out why it is still big day here
http://abc7chicago.com/news/may-day-in-chicago-thousands-march-for-immigrant-rights/1939699/ Or visit the university of Chicago area or Jackson park where the Obama museum will be or all the gangster hangouts when mobs ruled the town. If you love the tall buildings take a tour with the Chicago Architectual Foundation very informative always Pick up a Reader paper free in boxes or even red eye on the street for night life and cinema happenings along with opinion pieces or just get on the brown line el and ride though the big buildings around the loop or ride the halstead or western bus from one end to another( very long routes) to see all that is different neighborhoods one day if you like sociology experiments .Cubs are in town now -just walk around the wrigley field area when a game is on this week even if you don't go inside Addison el stop some crazy sports bars up and down then keep walking to boys town you will see the big rainbow arches on the street to greet you in the area full of gay pride. So many different ethnic areas with great vibes to take in
Did you miss the sponge bob scream fest today?
https://www.dnainfo.com/chicago/20170911/downtown/goku-screaming-at-bean-heres-some-wacky-events-planned-around-chicago
At the water tower is a very nice tourism center with info
If you are able lots of free tours by foot . You already missed two today !
http://www.freetoursbyfoot.com/chicago-tours/walking-tours/chicago-riverwalk-and-history-tour/
Stop in at Eataly and eat something !
Please do not be like a DUer who once posted he was going to be delayed over in Chicago @ OHare for a few days but decided it was best he stay at an airport hotel and not go into the city because he was too afraid 
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