The victims were standing outside a South Side food and liquor store about 6:45 p.m. Sunday, police said, when a beige car pulled up and somebody inside opened fire, the Chicago Tribune reported.
Gregory Glinsey, 54, was fatally shot outside the store, and Jamal Harris, 19, was found dead inside the store.
One of the teens, 14, was admitted to Comer Children's Hospital in critical condition.
The other teen victims -- two 13-year-old boys, a 15-year-old boy and a 16-year-old boy, preliminary police reports indicated -- suffered leg wounds. Two were taken to Trinity Hospital, the other two to Jackson Park Hospital, Fire Department spokesman Larry Langford said. The conditions of the four teens had stabilized by Sunday night, Langford said.
Interim South Chicago District Cmdr. Kevin Ryan said the drive-by shooting "doesn't appear to be a random attack," and investigators were trying to determine whether it was gang-related.