Jimmie Smith is charged with two counts of attempted first-degree murder and four counts each of aggravated criminal sexual assault and aggravated kidnapping.
Authorities say the victims are three sisters, ages 21, 22 and 14, and their 14-year-old friend. Smith is the boyfriend of the sisters' mother.
Police say the 34-year-old Smith repeatedly sexually assaulted the four at the sisters' home on Chicago's South Side and a home in the suburb of Harvey.
Smith was being held without bond. It was not immediately clear if he had a lawyer.