The crash happened near Jackson and Michigan. Chicago police said a car was driving north on Michigan Avenue when it was involved in a crash with three motorcycles.
The driver and two passengers in the car, all 17 years old, were taken to Rush Hospital with minor injuries.
The three motorcycle drivers are all men in their 20s, police said, and were all taken to Northwestern Hospital. One had injures to his legs and is in serious condition. The second has injuries to his jaw, and the third has minor injuries. All their conditions are stable.
Citations are pending, police said.