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The man was shot in the left leg, police said.
Police said the boy was not the intended target of the shooting.
Both men were taken to Advocate Christ Medical Center.
The shooting occurred in the 5900 block of South Hermitage Avenue, police said.
Police said the woman was shot in both her legs.
One 16-year-old was killed in South Austin while another was wounded in West Pullman, police said.
Demond Avant, 16, was pronounced dead at West Suburban Hospital, authorities said.
The man was grazed in his ear while driving Tuesday in the 3100 block of West Devon Avenue, police said.
The man was identified as Darnell Williams of the 600 block of West Cermak Avenue.
At 2:50 a.m., the off-duty officer saw a man waving a handgun in a middle of a crowd before approaching.
Police said the Black Friday incident that took one person's life was a murder-suicide attempt.
The fatal shootings happened on the Near North Side, Little Village, Brainerd and Marquette Park.
The 50-year-old victim was in serious condition after being shot during the robbery, police said.
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And, no, they're not called Roosevelt and State.
For most of November, it'll be open two days a week, between 10 a.m.-4 p.m. Mondays and Tuesdays.
Data shows that while more blacks and Latinos applied to the CPD, most new officers are white.
The nation's largest bike maker is soliciting bids for a retail build-out at 1647 N. Milwaukee Ave.
Cochran was given CPR by 40th Ward Ald. Patrick O'Connor, taken to Northwestern hospital.
The violent robbery could be connected to four other robberies in the area, police said.
We looked at the data behind thousands of cellphones reported stolen in Chicago since January 2016.
Erin Mowry, 42, could be convicted of aggravated DUI for the July 2015 crash.
Terrion Pouncy, 19, was still hospitalized Thursday following surgery.
The eviction notices "caught many families unprepared," activists said.
"The reception has been outstanding. We've had lots of interest and excitement," the listing agent said.
About 20 percent of O'Hare and Midway flights for Thanksgiving get delayed, according to a new report.