The frumpy, functional modernism of the old Chicago Sun-Times Building came down for Trump Tower and glassy apartment buildings sprouted around the Tribune Tower, but the subtlest change here might be the most influential: the removal of the weird little plaza in the middle of Wacker Drive was part of a project that created space for the Chicago Riverwalk. Known as Heald Square–really just an upjumped traffic island–it (mostly) disappeared when the “Revive Wacker Drive” project reconstructed the multi-level road in the early 2000s, moving it 50 feet south.

On the left, the ~1960 postcard: Chicago Sun-Times Building, Wrigley Building, Tribune Tower, Hotel Intercontinental visible. A plaza with steps and two limestone obelisk light fixtures in the foreground. On the right, the 2023 photo: Trump Tower, more towers, more trees. The plaza is gone and the obelisks moved to the river side of Wacker Drive.
~1960 postcard / 2023 photo

Digging into the specific changes: opened in 1957 and fresh and new when this postcard was published, the Chicago Sun-Times Building had a 45+ year run as the newsroom and printing plant for one of Chicago’s major dailies. Sold in 2001, it was demolished in 2004 and 2005, replaced by a handsome Adrian Smith + Gordon Gill-designed tower which opened in 2009. That pathetic, ugly sign was added a few years later–it’s so tacky that it spurred the city council to pass an ordinance restricting signage on the river, but the damage was done. The Tribune Tower, Wrigley Building, and Hotel Intercontinental are superficially unchanged–Tribune Tower has been converted into luxury condos–but now they’re surrounded by 1970s and 2010s modernism. To the left, the blocky mediocrity of Perkins + Will’s 444 N. Michigan, built in 1977. To the right, the glassy residential towers were developed by Optima, designed by David Hovey, and completed in 2013 (the shorter one, Aston Apartments) and 2017 (the taller, greener Optima Signature). The best part is the colorful mural obscuring the mechanicals of the shorter building. 


1928, Newberry Library

While the vertical development is unmissable, I really think the street-level change may be the most important thing here (...and my lack of attention to it also meant I got the angle wrong the first time I took this shot). Heald Square was a small plaza set right in the middle of Wacker Drive when it opened in 1926. Defined by the limestone obelisks designed by Edward Bennett, the plaza received a showcase piece of public sculpture in 1941 with the installation of The Three Patriots, sculpted by Lorado Taft and Leonard Crunelle. 

Depicting George Washington, Robert Morris, and Haym Salomon, the monument was the brainchild of Barnet Hodes, an influential Chicago attorney who’d grown up as one of the only Jews in La Salle, Illinois. Salomon’s presence was the big thing here–relatively obscure today, Haym Salomon was a Jewish financier who helped fund the American Revolution. With the Nazis ascendant abroad and the American antisemitism of Father Coughlin, Henry Ford, and Charles Lindbergh on the rise, Hodes tapped a broad group of Chicago elites to fund a piece of public sculpture with a clear message: ethnic and religious diversity has been core to the American project from the beginning. 

…but a scruffy, windswept traffic island was kind of a shitty place for a high-minded public monument (and also probably not great for traffic flow, either). By the late 1950s there were plans to relocate the statue, with a rough idea to move Wacker Drive a bit south and create a riverside park. 

It took more than 40 years to get funding and the relevant agencies in line, though. In the late 1990s the city cobbled together $200m in federal, state, and local funding for the first phase of Revive Wacker Drive. Fundamentally a project for cars rather than people (crowd boos), Revive Wacker Drive did set the stage for the construction of the riverwalk (crowd cheers).

A modernization project for a roadway that dated back to the Model T, Revive Wacker Drive rebuilt and modernized a street struggling with crumbling concrete supports below and an upper level sagging under ever-heavier vehicles. It reduced the number of ramps, widened sidewalks, and increased height clearances on Lower Wacker. To create space for the riverwalk, Wacker Drive was moved 50 feet south at Wabash, shrinking Heald Square into a wedge-shaped concrete median. The Three Patriots, designated a city landmark in 1971, moved a few dozen feet northeast to the corner of Wacker and Wabash. 

The thing that both confuses the perspective here and also underlines the changing streetscape is the position of the obelisks. The firms working on Revive Wacker Drive attempted to save as much of the limestone ornament as possible and reinstall it (they managed 60%), which explains how these two migrated a few dozen feet. The space opened up by moving Wacker Drive created one of the deeper, older sections of the riverwalk. Way more lush than it was in the 1960s, mature trees now extend onto street level from the Ross Barney + Jankowski-designed riverwalk space, which is also home to the Chicago Vietnam Veterans Memorial. 

A few words on the Sun-Times Building. Designed by Sigurd Naess of Naess & Murphy–who were fresh off the Prudential Building–architect Stanley Tigerman once called it “that funny little fucked-up building”. It was a workhorse of a building, with paper delivered by barge and rail to the printing plant in the basement.

When it was built, the Sun-Times was owned by the Marshall Field family. Turns out that in addition to the department store that made their fortune, the Fields also ran a little media and publishing empire–they also owned publishing house Simon and Schuster and the Chicago Daily News. Like every newspaper, the Sun-Times went through some tough years after leaving their riverside building (...unrelated to them selling their building to the softest, stupidest bully in the country). The paper is now part of an intriguing experiment in non-profit journalism after they were taken over by Chicago’s NPR affiliate WBEZ and Chicago Public Media–it’s worth becoming a member.

Production Files

Further reading:


Looking east, 1928, Newberry Library

Back of the postcard, someone has scribbled "Walk here".
Postcard verso, why I titled this "Wacker Drive Plaza"