Kerry Flanagan, 49, was fatally shot while driving through Chicago’s Calumet Heights neighborhood on the evening of April 14, 2026. Officers say the shooting happened shortly before 8:00 p.m. in the 8800 block of South Paxton Avenue; police reported Flanagan was behind the wheel at about 7:49 p.m. when someone fired, hitting him twice in the head. Despite being gravely wounded he apparently tried to flee but crashed a short distance from where the gunfire occurred and was taken to the University of Chicago Medical Center, where he died.

Chicago Police Area Two detectives are handling the investigation, but authorities have not released a shooter description, identified a person of interest, or announced a motive. Police also did not say whether a firearm, surveillance footage, a suspect vehicle description, or other physical evidence was recovered. No arrests have been reported and the killing remains unresolved.

If anyone was in Calumet Heights around 7:45–8:00 p.m. on April 14 and saw something that could help, please come forward.