BrightLifestyleTravelWhich Chicago Skyscraper Observation Deck Is Better? We Visited BothFeel the thrill of Chicago’s tallest skyscraper.CopyFacebookXTruthGettrLinkedInTelegramEmailAdd to My ListSaveA visitor leaps for a photo inside The Ledge glass box on the 103rd floor of the remodeled Skydeck at Willis Tower in Chicago on April 21, 2021. Brian Cassella/Chicago Tribune/TNSBy Tribune News Service7/9/2025Updated: 8/10/2025Print0:00X 1By Erica Pearson The Minnesota Star TribuneThe news helicopter hovering over the Chicago Loop was right at eye level.