Officers responded to a call for shots fired just after 11:20 p.m. in the 0-100-block of West 59th Street in the city's Washington Park neighborhood.
The CFD firehouse is located at 21 W. 59th St.
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When police arrived, they found a white vehicle that had crashed with a 31-year-old man inside, police said. The man was unresponsive and had been shot several times in the head and body.
He was taken to University of Chicago Medical Center in critical condition.
No one is in custody, and Area One detectives are investigating.
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