Police said the 25-year-old man is suspected of driving under the influence and causing the crash.
North Humboldt Boulevard was temporarily closed between West Wabansia and West North avenues in the city's Logan Square neighborhood as police investigated the crash.
Chopper 7 HD was over the scene around 7 a.m. A silver car and a black car had front-end damage and debris was scattered across Humboldt.
Police said the crash occurred in the 1600-block of North Humboldt around 3:55 a.m. The 25-year-old man, driving a Toyota Avalon, crossed the center line and struck a Toyota Camry. A 32-year-old woman was driving the Camry for ride-share company Lyft.
A 23-year-old woman, who was a passenger in the Camry, suffered "major injuries" and was transported to Stroger Hospital, where she died. The victim's identity has not yet been released.
The Lyft driver was transported in serious condition to Mt. Sinai Hospital. A 31-year-old man, who was also riding in the Camry, was transported in good condition to Stroger.
The driver of the Avalon was transported to Mt. Sinai in custody on suspicion of driving under the influence.
Lyft confirmed with ABC7 Eyewitness News that one of its drivers was involved in the accident.
"We are deeply saddened by this incident, and our sympathies and hearts go out to the passenger's family and friends during this difficult time," a spokesperson for the company said in an emailed statement. "We have been in touch with the passenger's family to offer our full support. We stand ready to assist law enforcement in any investigation."
The Chicago Police Major Accidents Unit is handling the investigation.
The Sun-Times Media Wire contributed to this report.