One of the most populated cities of the Midwest, it is a mix of New York and Toronto but windy. It has a ton of festivities, events, and tons of stuff to do and eat. You can get here by plane, bus or car. We chose car because its the cheapest. Things to do: The Chicago Riverwalk: A nice place to run, walk, ride a bike, or be on your boat. Navy Pier: it has carnival rides, shops, souvenirs and lots of fun stuff for the kids The millennium park: the bean is located here, it als