Architecture of Chicago Train Stations: Uptown Station History

I recently looked into the history and architecture of Chicago train stations and how they effect their communities. I dug into a few stations I’ve frequented and as I looked into the Wilson Red Line stop, I realized that the story of the Uptown station history deserved its own post. Don’t forget that we always love bringing tour guests to Uptown’s historic entertainment district on the Jazz, Blues, and Beyond tour.

I lived in Uptown when I first moved to Chicago, so this station holds a special significance. I was always intrigued by the classical revival station on the northwest corner of Wilson Ave. and N. Broadway and, unlike many Chicagoans, never thought the neighborhood all that bad. So when I saw that the platform was slated for a $203 million renovation in an act of neighborhood revitalization, I was curious about its effect on the community and the fate of the station.

We research stories from Chicago history, architecture and culture like this while developing our live virtual tours, in-person private tours, and custom content for corporate events. You can join us to experience Chicago’s stories in-person or online. We can also create custom tours and original content about this Chicago topic and countless others.

History of the Uptown Station

uptown station chicago wilson cta red line
Photo Credit: Jenn Harrman

First, I was surprised to find that Uptown Station, although historic, is not anywhere near the original station. In fact, a Frank Lloyd Wright building, circa 1909, had once occupied the land. The rare example of a Frank Lloyd Wright commercial building lasted for only 13 years before it was torn down for the construction of the current classical revival transportation hub.

It was William Gibb, mentioned in part 1, who designed the original station house at Wilson in 1900. Wilson originally served as the terminal for the Northwestern Elevated Railroad. The station included a repair shop, a street-level rail yard, and the Wilson Shops, (all seen in this photo here). The quickly expanding needs of the station led to architect Arthur U. Gerber’s Lower Wilson built in 1907, a modest craftsman style station at street-level which handled express lines from Wilson. Lower Wilson was then redesigned in 1917 to facilitate the needs of the stop. By then it was a through station towards Evanston, and later demolished when Uptown Station was built in 1922.

A New Station for the Roaring ’20s

By then, Uptown had become the hottest commercial and entertainment district on the city’s North Side. That boom was driven in large part to increased ‘L’ ridership via the station. We can further explore the history of the neighborhood’s heyday on a custom private tour. That heyday passed, though. The once grand and ornate station that offered men’s and women’s restrooms, a barber shop and a smoking lounge became derelict. It was chopped up and became home to A&B Food Mart, later Popeye’s Chicken, and is now mostly vacant.

wilson red line chicago cta
Photo Credit: Jenn Harrman

Wilson has been considered “the crustiest station in the city,” according to an article in DNAinfo. It was often feared by Chicagoans who aren’t as familiar with the neighborhood. I compared the Tribune crime report for Uptown to that of Lakeview, considered to be safer than Uptown. Across the board, Lakeview has more occurrences of crime in almost all categories save for narcotics. In property crimes alone, Lakeview has over twice the number of crime over the past year.

chicago cta train station wilson uptown
Photo Credit: Courtesy of Transit Chicago Website (waiting on permission)

A Contemporary Update

So how does this new development of the Wilson red line really fit in? Its part of a development scheme for the entire neighborhood based on ideas of increased safety. According to the alderman James Cappleman, “an environment that embraces everyone.” Although I’m curious how proposed luxury housing embraces the current neighborhood community. I also can’t help but wonder if Uptown is really that dangerous. I hope to see local businesses, like the Ace Hardware that has been there for decades, thrive with the new redesign. 

Overall, though, I am delighted to see that the historic Uptown Station will be restored. The $203 million renovation is a much better outcome than the sad fate of its predecessors.

–Jenn Harrman, Tour Guide 


Chicago Detours is a boutique tour company passionate about connecting people to places and each other through the power of storytelling. We bring curious people to explore, learn and interact with Chicago’s history, architecture and culture through in-person private group tourscontent production, and virtual tours.


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