Around 10:17 p.m., the Acura sedan was traveling westbound in the 4200 block of West Montrose Avenue when it struck a GMC SUV and then a Nissan sedan, police said.
A 20-year-old passenger in the Acura was transported to Illinois Masonic Medical Center where he was pronounced dead, police said. He has not yet been identified by the Cook County medical examiner's office.
The driver, 22, was also taken to Illinois Masonic Medical Center where he was listed in serious condition, police said.
No other injuries were reported.
CPD's Major Accidents unit is investigating.