Sears Tower

Continue westwards passing under the Elevated Railroad at Wells St. On the next block, at S. Franklin St. (233 South Wacker Drive) is the former Sears Tower; the tallest skyscraper on Route 66.

black building tall slender, with different box shaped structures supporting it

Sears Tower, Chicago, Il. Source

Now named "Willis Tower", but best known as the Sears Tower; it is a 110-story building. It is 1,450 feet high (442 m) and when it was finished back in 1973 it became the tallest building in the world (overtaking the Twin Towers of the World Trade Center in New York). It eventually lost its title; and now after the completion of the New World Trade Center building in NYC in 2014, it is the second tallest building in the US and the Western Hemisphere and the 16th on a global scale.

It was the work of architect Fazlur Rahman Khan, and is now named after Willis Group, who lease space in the skyscraper.

More than one million people visit its "Skydeck" observation deck each year: on the 103rd floor, 1,353 feet up in the air, with stunning vistas of Chicago and four states; you can see up to a distance of 50 miles (80 km).

Info from www.theroute-66.com