A Chicago man will serve years in prison for carjacking a grandmother at gunpoint as her 6-year-old grandson was nearby during a shopping trip to a South Side grocery store.
Judge William Gamboney sentenced Keshawn Gilmore, 19, to 18 years in prison on Tuesday after he pleaded guilty to armed robbery. He will most likely be released after serving half of the time and obtaining other sentencing credits.
The case began from a carjacking on June 8, 2025, in the Aldi parking lot at 620 West 63rd Street. Prosecutors said a 66-year-old woman took her grandson to the store that afternoon and had just retrieved her purse from the trunk of her black 2024 Buick SUV. As the two moved toward the entryway, Gilmore allegedly approached them with a black revolver.
Prosecutors claim Gilmore demanded the woman’s keys and “grappled” with her before driving off in the SUV. Surveillance cameras captured the entire event.
About an hour later, licence plate readers identified the stolen car driving inward on the Dan Ryan Motorway, and Chicago police found the SUV 30 minutes later at 19th Street and Albany Avenue. When officers attempted a traffic stop, Gilmore sped away, running red lights and stop signs, according to prosecutors. The pursuit stopped about two minutes later, when the SUV wrecked in the 3200 block of South Kedzie Avenue. A juvenile passenger was ejected from the back seat during the collision, prosecutors said.
Officers apprehended Gilmore nearby. Prosecutors claimed he was still wearing the same outfit seen on CCTV footage from the Aldi carjacking. According to prosecutors, investigators discovered a Glock handgun on the driver’s floorboard of the SUV. A second handgun was found on the passenger-side floorboard.
According to Illinois law, Gilmore will receive day-for-day sentencing credit, reducing his 18-year sentence to nine years with good behaviour. He will be granted an additional 375 days of credit for time spent in the Cook County jail while the case was ongoing.
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