There are a million things to do in Chicago lol to name them all would give me gray hair so let me give it to ya short: booze, great food of every type, museums, zoo, really neat tall buildings, sporting events for teams that need to get their S*** together, shopping with an extra 10% tax because why not, and a really pretty lake shore that you could attempt to walk on but people on bikes tend to own that part of the city so watch out because they don't!!!