The cable technician was shot while sitting in his Comcast vehicle in the 7600-block of South Kingston Avenue. Police say a man approached him, stole his wallet, and shot him in the abdomen.
The worker was taken to Northwestern Memorial Hospital in critical condition.
The suspect remains unidentified, according to a statement from Cook County Crime Stoppers, which announced Friday it is offering up to $1,000 for information that helps police make an arrest.
Anyone with information should call Crime Stoppers at (800) 535-7867. Callers may remain anonymous.
Chicago police said they planned to hand out flyers near the scene Saturday.