Londre Sylvester, a Chicago rapper, was gunned down on Saturday after being released from Cook County Jail. The 31-year-old rapper was shot 64 times and killed in the moments following his release, having just been given an ankle monitor as part of his bail.

According to a police report, Londre Sylvester was shot at around 9 p.m. Saturday, after gunmen in two parked cars opened fire on him and the woman he was with. The apparent ambush occurred at the 2700 block of West 27th Street in Little Village, across the street from the jail. Sylvester was taken to Mount Sinai Hospital and was pronounced dead at 9:25 p.m., according to the Cook County medical examiner’s office.

Police described the scene in front of the jail, claiming that at least 59 bullet casings littered the street. Among those injured was a 60-year-old woman who was with Sylvester, who was taken to Stroger Hospital after a bullet struck her knee. The unidentified woman is in good condition, according to police, and is expected to recover.

Another woman was injured during the ambush, a 35-year-old who worked at the jail. The woman reportedly suffered a graze wound to her mouth, though police said she was in good condition and awaiting release from Mount Sinai Hospital.

The suspects, who gunned down Londre Sylvester, fled the scene in opposite directions. Police are currently reviewing surveillance footage from the area to further their investigation. The suspects have not been identified and police have not revealed a possible motive.

Londre Sylvester, a local rapper known as KTS Dre, was shot and killed moments after his release from Cook County Jail.
Londre Sylvester, a local rapper known as KTS Dre, was shot and killed moments after his release from Cook County Jail. Photo Credit: Cook County Jail

Police suspect that Sylvester was the sole target of the ambush and that the women “were inadvertently struck.” The Chicago rapper had “just been released” from custody and had received his electronic monitor “as a condition of his bail.” According to the police report, Sylvester and the 60-year-old woman were heading toward “an awaiting vehicle when several unknown (suspects) exited two separate vehicles and all began to shoot in Sylvester’s direction, striking him numerous times.”

Londre Sylvester had spent time in jail for violating the conditions of his previous release, following a 2020 gun charge. He posted $5,000 bail on Friday and was released Saturday night. According to police, Sylvester had been in jail for over 400 days as of Thursday, though that time may include time served with electronic monitoring.

Londre Sylvester was imprisoned four times since 2010, and three of those convictions included weapons charges. It’s unclear why the Chicago rapper was targeted in the attack.

Sylvester was a local rapper who went by the name KTS Dre. “KTS” reportedly stands for “Kill to Survive” which was also tattooed on Sylvester’s neck along with a target symbol. It’s still unclear whether the gunmen knew KTS Dre personally or whether this was gang-related.

According to the Chicago Tribune, the Cook County Jail has had a history of ambush shootings outside its walls. In 2017, a 23-year-old man was shot and killed moments after his release from jail, following a murder case which the victim beat. The man, Kamari Belmont, had just posted $10,000 bail, as he was still being held on remaining robbery charges.

A few weeks after Belmont’s death, a 21-year-old was shot six times in the groin after he exited the neighboring Leighton Criminal Court Building. Suspects from a white van opened fire on the victim, who was taken to Mount Sinai in critical condition.

Several more ambush incidents have occurred outside the jail and its nearby court building. In 2017, Kenneth Williams was shot and killed after pleading not guilty to a charge of driving with a suspended license. Police claimed Williams had gotten into an argument with someone after leaving the courthouse before entering an SUV with a 26-year-old woman. A few blocks down the road, another vehicle opened fire on the SUV, shooting and killing Williams.