According to police, around 9:48 p.m. the victims were standing outside a Shell gas station in the 3900-block of West Roosevelt Road when an occupant in an unknown vehicle fired shots.
A separate shooting occurred at this same location last week.
Police say an 18-year-old woman and 23-year-old man were struck in the right legs. Another 23-year-old man was struck in the left leg and a 27-year-old man was struck in the groin area, according to police.
Police say they all were taken to Stroger Hospital. The 27-year-old man is in critical condition. The other three victims have had their conditions stabilized.
No one is in custody.
Area North detectives are investigating.