I have never been to that boat show, but I did live in Chicago and can provide you with a couple of places to stay. There is a bed & breakfast organization that has worked very well for me a couple of times (www.bnbchicago.com). I stayed at Maud Travels though them for about $120 per night. A short walk to the L and quick train ride to the Loop. Great neighborhood too. Also, There is a hotel chain, Club Quarters, that has two buildings in the Chicago loop. I have stayed at the one in New York City and one in Boston and both have been excellent and inexpensive (about $125 per night).