Chi-Town is the 3rd most populated city in the United States and is FULL of things to see and do. I’ve only visited Chicago a few times. And each trip only included 1-day of sightseeing. If you are visiting Chicago for business, a wedding, or as a day trip, it can be difficult to decide what to include on a short itinerary. My suggestion? Pick one major item (such as a trip to Wrigley Field or The Willis Tower Skydeck). Fill the rest of your time with smaller sights (The Bean or Tribune Tower). Ok, if you are ready, let’s talk Chicago! Below is my ultimate itinerary for 1 day…