Police said the drive-by shooting happened in the West Garfield Park neighborhood's 0-100-block of South Kostner Avenue just after 1 p.m.
Three men, ages 39, 43 and 46, were on the sidewalk when an unknown vehicle pulled up, and someone inside fired shots, police said.
The 43-year-old victim, shot in the head, was transported to Mount Sinai Hospital in critical condition.
He later died, the Cook County Medical Examiner's Office said.
The 39-year-old victim, shot in the back, was transported to Stroger Hospital in serious condition.
The 46-year-old victim, shot in the leg, was taken to Stroger Hospital in fair condition.
Area Four detectives are investigating.
Police did not immediately provide further information.
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