You know we are huge fans of day trips and exploring as many cities as possible. We don’t mind popping into a city for a day, but scheduling long layovers are especially fun in cities with public transportation. Lauren is a teacher and as her “back to school” trip, we decided to go to Chicago for the day! We went on a Wednesday because that’s generally a “good” day to travel since it’s in the middle of the work week. Let us tell you how we made the most of our day there. Willis Tower Harry always loves going to the top of the tallest buildings in the cities we…