Cook County judge among 6 robbed in North Side crime spree; charges filed

CHICAGO — A Cook County judge is among six people allegedly targeted by two men who went on a robbery spree across the North Side last week, and one of the men is still recovering after he got run over by an Illinois State Police patrol car.

Antwain Durham, 28, and Raymond Jackson, 22, are both jailed as threats to public safety while awaiting trial.

The robbery spree began last Thursday evening when two armed men carjacked a driver of his Chevy Trailblazer in the 6600 block of North Rockwell.

After getting the SUV, they rolled onto the 6600 block of North Glenwood around 7:30 p.m. They got out and robbed a man and woman at gunpoint. A source identified the victims as a Cook County judge and his sister-in-law.

According to prosecutors, Durham and Jackson took the woman’s keys, wallet, phone, and purse. The judge lost his judicial identification, cash, Apple Watch, and phone to the pair, prosecutors said. CWBChicago is not identifying the judge by name because he is a crime victim.

Prosecutors say Jackson and Durham robbed three more people in the 7300 block of North Rogers, too.

The Chicago Police Department’s vehicular hijacking nerve center began tracking the stolen Trailblazer on the city’s license plate reader network and shared its location with state troopers, according to an ISP report.

Troopers found the Trailblazer on the Dan Ryan Expressway and followed it until OnStar disabled the vehicle near the 5900 block of South Eggleston, the report said.

Officers arrested Durham after a foot chase.

Raymond Jackson (2020 photo) and Antwain Durham | Chicago Police Department; Cook County sheriff’s office

Jackson bolted from the driver’s seat but slipped on wet grass and fell into the path of an on-coming ISP cruiser, according to the state police report. He was hospitalized for serious injuries and is currently being held in the Cook County jail’s hospital unit, according to sheriff’s office records.

Durham is charged with two counts of Class X armed habitual criminal, aggravated vehicular hijacking with a firearm, five counts of robbery, and two misdemeanors. According to clerk of court files, his felony convictions include four robberies and attempted robberies in 2014 and possession of a defaced firearm in 2021. The latter charge was reduced from armed habitual criminal.

Jackson has been AWOL in two separate gun cases since March 2021, according to court records. He is charged with unlawful use of a weapon by a felon, aggravated unlawful use of a weapon, aggravated vehicular hijacking with a firearm, five counts of robbery, and misdemeanor resisting.

Judge Kelly McCarthy granted the state’s detention petitions for both men.

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CWBChicago was created in 2013 by five residents of Wrigleyville and Boystown who had grown disheartened with inaccurate information that was being provided at local Community Policing (CAPS) meetings. Our coverage area has expanded since then to cover Lincoln Park, River North, The Loop, Uptown, and other North Side Areas. But our mission remains unchanged: To provide original public safety reporting with better context and greater detail than mainstream media outlets. Our editorial email address is