Prison time for man who robbed 3 women on North Side — then grabbed another woman while on “affordable bail”

An Edgewater man has been sentenced to four prison terms for robbing three women in Lakeview — and then grabbing a woman on the street after a judge released him on affordable bail.

Dujuan Oliver | CPD

Judge William O’Brien sentenced Dujuan Oliver to terms of four years for aggravated robbery; three years for robbery; two years for attempted robbery; and two years for aggravated battery in a public place. After receiving Illinois’ standard 50% sentence reduction for anticipated good behavior, 217 days credit for time served while awaiting trial, and concurrent sentencing for some of the charges, Oliver will be paroled on June 16, 2022.

Around 6:30 a.m. Sept. 2, 2018, Oliver threatened to punch a woman in the face as she walked her dog on the 2600 block of North Orchard. He took the victim’s wallet, phone, jacket, and keys, then fled. 

Fifteen minutes later, he reached into his waistband to indicate that he had a gun as he robbed a woman of cash and her passport on the 600 block of West Arlington.

And at 6:55 a.m., he again implied that he had a gun as he robbed a woman on the 900 block of West George.

Police arrested Oliver a short time later when an officer pulled him over for a traffic violation and noticed property belonging to the robbery victims in Oliver’s car, according to prosecutors. 

Incredibly, Oliver went home after posting an affordable bail bond of just $3,000.

Last July, while out on bail, Oliver approached a 32-year-old Lakeview woman from behind in the 2900 block of North Mildred and grabbed her buttocks, police said. When the woman jumped away, Oliver “began approaching [her] in an aggressive manner until [she] screamed,” officers said in a report, “at which time he fled southbound on Mildred.”

Prosecutors charged Oliver with felony aggravated battery in a public place and violation of bail bond in the latest case. Judge Sandra Ortiz ordered him held without bail.

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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