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(Chicago from the Air / WTTW)

Taking in the city’s expanse via drone, the special explores Chicago’s famous grid system, its industrial legacy, and the natural areas that weave through the dense urban jungle.

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(WTTW News)

Angles, curves, one ways and dead ends. Chicago’s street system has long been a source of pride for the city’s residents. Geoffrey Baer has more on the history and quirks of the city’s street system.

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(WTTW News)

A tucked-away street on the city's South Side is a time capsule from the days before the neighborhood was even part of Chicago. Geoffrey Baer explains.

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Austin Town Hall (WTTW News)

Geoffrey Baer takes a look at the redesigned event in the latest Ask Geoffrey.

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Geoffrey Baer traces the half-century story that cost at least one preservationist his life, in this week’s Ask Geoffrey.

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Geoffrey Baer has the story of a Chicago nightclub that helped launch the careers of artists like Peter, Paul and Mary, Shel Silverstein, and many more.

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Geoffrey Baer on a mysterious lakefront structure in this week's Ask Geoffrey. 

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(WTTW News)

Two famous Germans take up permanent residence in Chicago, only to witness the evolution of a West Side neighborhood. Geoffrey Baer goes long on two enduring Humboldt Park statues.

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An iconic Chicago building could soon be facing an identity crisis. Geoffrey Baer has the backstory of a prominent – and sometimes underrated – member of Chicago’s skyline.

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Geoffrey Baer shares the history of Chicago’s original tiny houses – coach houses – in this installment of Ask Geoffrey. 

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Geoffrey Baer on the reform school that was once WTTW’s neighbor.

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It’s not so glamorous anymore, but there was a time when people clamored to enjoy the novelty of eating fast food from the comfort of their cars. Geoffrey Baer serves up some fast food history with a side of super signs in this week’s Ask Geoffrey.

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(WTTW News)

They’re rare now, but rooftop water tanks once stood sentinel atop every large building in the city, keeping them safe from threat of fire.

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Geoffrey Baer has the scoop on some Chicago ice cream history.

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Geoffrey Baer shares the story of a clash between women’s suffragists and anti-lynching activists.

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Charlie Finley participates in the WTTW auction in 1976. (WTTW)

Longtime viewers might remember a time when for one wild week a year, they could buy everything from spark plugs to mink coats right here at our studios. Geoffrey Baer revisits that era.