1. Take A Trip Around “The Loop”
The Loop is a business and tourist hub that many Chicagoans avoid due to the elevated railway’s round route around the city’s business and commercial sector. Even so, there’s a rich cultural and historical backdrop that makes exploring it worthwhile.
Visit the highest skyscraper in the city (it was actually the highest in the world until 1998) and go to the peak of it. The Sears Tower, formally known as the Willis Tower, is a 110-story building located right in the Loop community area in Chicago. Once you’re up there, you’ll get the chance to see the breathtaking panoramas of Lake Michigan and the city from the building’s Skydeck.