1. Don’t… go to the top of the Sears (sorry, sorry) Willis Tower
The Willis Tower (formerly Sears) is the tallest building in North America and one of the most iconic landmarks in the town that gave birth to the skyscraper. It’s probably Chicago’s most popular tourist attraction, and visitors stand in line for hours to pay upwards of $30 to get to the observation deck.
With the opening of the new transparent “sky ledges,” which allow you to step out over the street, the crowds of fanny-pack tourists have only grown. Don’t add to them.
Oh, and by the way, Chicagoans are pissed about the name change.