A 25-year-old man was driving south on Elston Avenue, near the 3100-block of Addison Street, when an occupant in a silver sedan shot at him just before 10:30 p.m., Chicago police said.
The man crashed into a fence after he was shot.
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Chicago fire crews took him to a local hospital in critical condition with gunshot wounds to the leg and head, according to CPD.
The owner of a Little Caesars Pizza near Kedzie Avenue and Addison said his building's windows were shot out during the incident.
There is no one in custody, and Area Five detectives are investigating.