Witnesses say the shots came from a light blue Oldsmobile Cutlass occupied by 4 to 6 Hispanic or white men who shouted gang slogans before firing.
The victim is in fair condition at Advocate Illinois Masonic Medical Center.
Less than an hour later, Lake View residents reported gunfire in the 1500 block of West Nelson, police said.
One person who heard the gunfire told CWB that they believed the shots came from between two homes on the east end of the block around 12:45 a.m.
Police confirmed the shots but said no injuries were reported on Nelson.