Who remembers when the Prudential Building was the tallest building in Chicago? I went with my family, parking in the new underground parking lot and was terrified the windows would cave in. I remember my Mom putting money in a telescope dispenser where we could view the skyline and other buildings, much, much, closer. The Prudential was actually the same age as me and I was only five when I saw it for the first time….both of us born in 1955; a 41-story structure which was the headquarters for Prudential’s Mid-America company. Some visited the new Stouffers restaurant in the building after viewing Chicago’s skyline. I remember going on another trip with my girl scout troop and eating at Wimpy’s Grill on Clark Street, another Chicago beginning opening in 1934 with the best burgers. The spire on top represented WGN.
According to Connecting the Windy City, The first tenant to move into the building, the western advertising offices of Readers’ Digest magazine, settled into its space in September of 1955, taking up temporary space on the third floor before moving up to the nineteenth floor in the spring of 1956.
The structure was the first new downtown skyscraper constructed in Chicago since the Field Building, 21 years earlier and was built on air rights over the Illinois Central Railroad. It was the last building ever connected to the Chicago Tunnel Company’s tunnel network. It became One Prudential Plaza when a second building was built in 1990. Completed in 1972, the simple, rectangular-shaped, tubular steel-framed structure was originally called the Standard Oil Building and now Aon which is much taller than the Prudential. Actually the Board of Trade building built in 1930 was taller and had an observation deck but as Baby Boomer children most of us were told that the Prudential was the tallest maybe because it was new and located by the lake with the best views. It was the tallest skyscraper built in the 1950’s.
Then it became Two Prudential Plaza which was 64 floors. In 2006, Bentley Forbes purchased One Prudential and the property next door but went into default due to the recession. In 2015, New York companies bought in though Bentley Forbes still has interest in ownership.