Cook County Judge Raymond Myles, 66, and a 52-year-old woman were both shot outside the home on Chicago's South Side, police said. The woman, described as "a close associate of the judge," is expected to survive, Chicago police Chief of Detectives Melissa Staples said.
Myles was involved in the case against William Balfour, who was convicted of killing singer and actress Jennifer Hudson's mother, brother and 7-year-old nephew
CNN affiliate WGN reported.
The judge was also involved in the case of the 1993 massacre at a Brown's Chicken fast food restaurant in Palatine, Illinois, WGN reported
Staples said it was not clear whether Myles was targeted due to his work as a judge.
"We're investigating a multitude of possible leads," she said.
Police said the woman was walking out of a home around 5 a.m. when she encountered the gunman.
"Upon hearing the commotion and the gunshot, Judge Myles exited his residence to investigate," Staples said. Myles and the shooter exchanged words, and the gunman shot Myles multiple times.
Staples said the two victims were known to regularly leave the home around 5 a.m.
"They would tend to go work out every morning together," Staples said.
Police said they are investigating whether robbery may have been a motive, but so far, it does not appear any property was stolen.
Authorities have not released a detailed description of the gunman, who remains at large. The FBI is offering a $25,000 reward for anyone with information leading to the arrest of the killer.