Whoa! So, you have chosen to be here in October. Trust me, you are going to have the best moments of your life as Autumn in Chicago is one of the most alluring and ravishing times. Although the weather in Chicago is unpredictable, most of the time it’s cooler here, and this ensures less number of people around. Therefore, as it is said “When everything is silent and calm, there is just perfection and nothing to fill the air”, you will enjoy a pleasant condition while exploring the city’s major attractions. You can explore them on :
http://www.triphobo.com/places/chicago-united-states/things-to-do.
Now, coming to your question, these are few things to do in Chicago that I would recommend-
Keep in mind that some of city’s top attractions such as Navy Pier and Lincoln Park Zoo might have already reduced the visiting time for the winter session. Plan your visit accordingly.
Well, I haven’t experienced more than dusting of snow in Chicago in October, but I advise you to carry some warm clothing including hats and gloves.
If your travel plan involves O’Hare International Airport, please avoid. You may get late, especially, if the weather is bad. Rather, take Midway International Airport, and save some time for sightseeing.