Chicago man charged with shooting 69-year-old in October shot the victim again this week: prosecutors

John Kastenes is seen in mugshots from June 2024 and October 2023. (Chicago Police Department)

CHICAGO — A Northwest Side man charged last October with shooting a 69-year-old man was detained by a judge on Friday after prosecutors accused him of shooting the same man again this week.

John Kastanes, 64, is charged with attempted first-degree murder, aggravated battery by discharging a firearm, and aggravated battery in connection with the latest shooting.

Around 3 p.m. on October 10, Chicago police responded to calls of a person shot in the 3900 block of North Tripp. The 69-year-old man had been shot in the stomach and arm, according to court records, which listed Kastanes’ home address as the scene of the crime.

According to an arrest report, CPD officers detained Kastanes, who made an “excited utterance” to the effect of “It was me. I did it, and I shot him.” The cops released Kastanes, who is licensed to carry firearms, pending further investigation. Prosecutors charged him with aggravated battery by discharging a firearm about a week later.

They dropped the case on December 8. 

On Friday, prosecutors charged Kastanes with shooting the same man again.

At about 10:47 a.m., the victim, now 70, got into an argument with Kastanes in the 3800 block of North Keeler, Chicago police said. Kastanes pulled out a gun during the altercation and began firing, striking the victim in the right arm, according to CPD.

The victim drove himself to a nearby immediate care clinic and was transferred to Advocate Illinois Masonic Medical Center. In the meantime, neighbors called 911, and Kastanes flagged down a passing squad car. They arrested him.

Judge David Kelly detained Kastanes on Friday at the state’s request.

The shooting victim has a colorful history. In the 1980s, he was convicted in a major federal case involving an arson and extortion ring.

In one instance, he allegedly had the owner of an auto body shop in the neighborhood now known as Boystown arrested on false charges. While the owner was in police custody, he assumed control of the body shop as part of the scheme. When the owner returned to the business after being released from custody, the man met him with a firearm, threatening to shoot him and kill his family if he ever returned, according to federal court records. The body shop owner lost his business, and an arsonist later set his car on fire, court documents say.

Original reporting you’ll see nowhere else, paid for by our readers. Click here to support our work.

About Tim Hecke 374 Articles
Tim Hecke is CWBChicago's managing partner. He started his career at KMOX, the legendary news radio station in St. Louis. From there, he moved on to work at stations in Minneapolis, Chicago, and New York City. Tim went on to build syndicated radio news and content services that served every one of America's 100 largest radio markets. He became CWBChicago's managing partner in 2019. His email address is