Once the tallest building in the world, the Willis Tower (formerly Sears Tower) stands at 1,450 feet (442 meters). It’s not just a marvel of engineering but also home to Skydeck Chicago, where brave visitors step onto The Ledge — glass boxes extending from the 103rd floor.
The view offers a sweeping panorama of the city blocks, Lake Michigan and beyond. Don’t forget to book ahead if you want to avoid the line.