#29: Three-time felon shot robbery victim while on bail for felony gun case, prosecutors say

Prosecutors say a three-time convicted felon robbed and shot a man while on bail for a pending Class X armed habitual criminal case in Chicago. Prez Bailey is the 29th person accused of killing or shooting — or attempting to kill or shoot — someone in Chicago while on bail for a felony this year. The alleged crimes involved at least 63 victims, 13 of whom died.

Bailey met the 37-year-old victim for the first time on August 4 and stopped into the man’s Englewood apartment around 4:30 p.m., according to the allegations. Once inside, Bailey pulled out a gun, pointed it at the victim and his 43-year-old female roommate, and demanded their property, prosecutors said.

He then allegedly shot the man in the thigh and fled with his wallet.

Police arrested Bailey on Saturday after the two victims saw him walking down the street and called 911. He is charged with Class X armed robbery with a firearm.

According to prosecutors, he was previously convicted of three violent crimes: armed robbery, aggravated robbery, and aggravated battery.

Prez Bailey | CPD

Judge Kelly McCarthy ordered him held without bail on Sunday.

At the time of the shooting, Bailey was on bail for a gun-related felony case. In that matter, Chicago police said Bailey pulled a gun out of his hoodie pocket and dropped it on the ground when they approached him to talk about a “shots fired: incident on November 22.

The next day, Judge Maryam Ahmad ordered him to pay a $1,000 bail deposit to get out of jail on the Class X felony case. He paid the money later that evening, according to court records.

The “not horrible” series

This report continues our coverage of individuals accused of killing, shooting, or trying to kill or shoot others while on bond for a pending felony case. CWBChicago began our series of reports in November 2019 after Cook County Chief Judge Timothy Evans publicly stated, “we haven’t had any horrible

incidents occur” under the court’s bond reform initiative.

The actual number of murders and shootings committed by people on felony bail is undoubtedly much higher than the numbers seen here. Since 2017, CPD has brought charges in less than 5% of non-fatal shootings and 33% of murders, according to the city’s data. 

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#1: Man who tried to shoot 3 outside a North Side restaurant on New Year’s Day had a pending felony case, prosecutors say (January 6, 2022)

#2: Felon awaiting trial for 4 sexual assault cases escaped from electronic monitoring and tried to kill investigators who tracked him down, prosecutors say (January 15, 2022)

#3: With felony gun case pending, man shot passerby during “exchange of gunfire,” prosecutors say (January 23, 2022)

#4: Seven-time felon on electronic monitoring for his 4th gun case tried to shoot and kill his girlfriend’s father, prosecutors say (January 26, 2022)

#5: Teen on electronic monitoring for TWO gun cases carjacked a Lyft driver, then shot a 15-year-old at point-blank range, prosecutors say (February 10, 2022)

#6: Man killed nursing student months after going AWOL from felony DUI case, prosecutors say (February 20, 2022)

#7: Man shot and killed his own brother while on bail for a felony gun case, prosecutors say (February 22, 2022)

#8: Beloved Hyde Park bartender was killed by a robber who has 3 pending felony cases, prosecutors said (March 7, 2022)

#9: Man involved in New Year’s shoot-out that left one dead was on bail for his 3rd gun felony, prosecutors say (March 8, 2022)

#10: An 11-time convicted felon shot a 3-year-old and tried to kill the boy’s mother while on felony bail, prosecutors say (March 11, 2022)

#11: Man allegedly stabbed another to death 4 days after getting released on felony bail (March 29, 2022)

#12: He opened fire on his ex’s house, killing a man, prosecutors say. But he was supposed to be home 24/7 for a pending felony gun case. (March 29, 2022)

#13: Man shot a woman, fired toward 4 others, while on bond for being a felon in possession of a firearm, prosecutors say (April 7, 2022)

#14: Man killed his parents in an Uptown senior center while on bond for federal armed robbery and gun charges, prosecutors say (April 14. 2022)

#15: Four-time felon opened fire on a carload of victims, injuring 2 while on bond for felony gun case, prosecutors say (April 20, 2022)

#16: Man shot his ex this month and her boyfriend last month, prosecutors say. He was on felony bail. (April 24, 2022)

#17: Man tried to kill 2 cable TV installers over a missing dog, prosecutors say. He was on bail at the time. (April 30, 2022)

#18: Man escaped from electronic monitoring and ran over a cop in a stolen car while fleeing a murder scene, prosecutors say (May 19, 2022)

#19: A two-time felon circled a West Side neighborhood for 15 minutes looking for someone to kill in a revenge murder, prosecutors say. He was on bond for a gun case at the time. (May 21, 2022)

#20: Alleged mass shooter had a felony gun case pending when he killed 2, wounded 7 near Magnificent Mile, records show (May 22, 2022)

#21: Five months after escaping from electronic monitoring, he helped shoot up a carload of people, injuring 2, prosecutors say (May 29, 2022)

#22: Man accused of setting ‘Walking Man’ on fire has been AWOL from 2 felony cases for 15 months, court records show (May 30, 2022)

#23: Two weeks after being charged with having a stolen rifle in a hijacked car, he allegedly shot a man with a rifle after getting out of a hijacked car (June 11, 2022)

#24: Gunman left a woman paralyzed in River North just 4 weeks after officials sent his felony gun case to a “peace circle,” prosecutors say (June 13, 2022)

#25: Teen acted as murderer’s driver while awaiting trial for carjacking, stolen car cases: prosecutors say (July 6, 2022)

#26: Man shot victim 5 times, days after being charged in a felony narcotics case, prosecutors say (July 7, 2022)

#27: Concealed carry holder shot man who opened fire on his car at McDonald’s, prosecutors say (July 14, 2022)

#28: Terrorism, attempted murder charges filed against man who allegedly detonated bomb on Pink Line in May (August 8, 2022)

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About CWBChicago 6556 Articles
CWBChicago was created in 2013 by five residents of Wrigleyville and Boystown who had grown disheartened with inaccurate information that was being provided at local Community Policing (CAPS) meetings. Our coverage area has expanded since then to cover Lincoln Park, River North, The Loop, Uptown, and other North Side Areas. But our mission remains unchanged: To provide original public safety reporting with better context and greater detail than mainstream media outlets. Our editorial email address is news@cwbchicago.com