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The crash happened just after 11 p.m. Sunday in the 1200 block of East Lake Avenue, police said.
In the robberies, which occurred May 6-10, the suspects allegedly approached female passengers on CTA property and engaged them in physical altercations before robbing them, authorities said.
A man, 40, was on the sidewalk in the 3900 block of West Madison Street about 7:10 p.m. when a vehicle pulled up and someone inside fired shots, hitting the man in both legs, police said.
A 15-year-old boy was on the sidewalk in the 100 block of North Dearborn Street about 4:40 p.m. Sunday when four men approached him, two of whom produced knives and stabbed him in the back, police said.