Roll of Honor
Incident
Police Officer Michael Bailey was shot and killed while attempting to take action in an attempted armed robbery in front of his South Side home at approximately 6:20 am.
Officer Bailey had just returned home from his shift on a mayoral protection detail and was still in uniform when a male subject approached and attempted to rob him of his vehicle in the 7400 block of South Evans Street.
He identified himself and exchanged shots with the man, but was struck three times during the shootout. The suspect fled the scene but was arrested approximately two months later after he committed another carjacking. He was charged with Officer Bailey's murder one year later while in prison on the second charge. In December 2019 the suspect was sentenced to life in prison plus 35 years.
Officer Bailey was one month from retiring after having served with the Chicago Police Department for 20 years and was assigned to the Central District. He had previously served as a fireman with the Glenview Fire Department and was a U.S. Air Force veteran.
Survivors
Officer Bailey was survived by his wife, son, two daughters, brother, sister and 14 grandchildren.
In Our Keeping
- Permanent identifier
BO-US-IL-0C6200A9- Stewardship
- Maintained by NeuraWeb Global Inc.
- Added to badge.nw
- April 2, 2026
- Last updated
- July 23, 2026
Honored here by 1 sentinel - 1 tribute.
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Tributes
I served 1985 to 1993. You served too, before the badge - different uniform, same idea. You go where you are sent and you do not get to pick the call.
Police Officer Bailey gave the Chicago Police Department 20 years.
Thank you for your service to the Chicago community. Thank you for your service before it. Gone but never to be forgotten.
Rest easy, brother.
— S. Vincent Anthony, U.S. Army 1985-1993
Agency
Service Record
Incident Details
Military Service
Michael Ray Bailey, Sr. served in the United States military before joining law enforcement. Full service record available on salute.nw.
Police Officer Michael Ray Bailey, Sr. is one of 17,623 officers killed feloniously — deliberately targeted and murdered in the line of duty across the full record of this memorial — 54.2% of all 32,508 officers honored here.
In IL, 842 of 1,318 officers were killed feloniously — deliberately targeted and murdered in the line of duty — 63.9% of this state's fallen. That is 9.7 percentage points above the national rate of 54.2%.
At Chicago Police Department, 396 of 571 officers on record were killed feloniously — deliberately targeted and murdered in the line of duty — 69.4% of this agency's fallen.
National Cause Distribution
How Felonious compares to all causes of officer death in the memorial record. Michael Ray Bailey, Sr.'s cause is highlighted.
How Michael Ray Bailey, Sr. Compares
Offender Outcome
Sentenced to life plus 35 years
When Felonious Deaths Occur
Monthly distribution of Felonious deaths across the full memorial record. Michael Ray Bailey, Sr. is highlighted in Jul.
Weapons Used Against Officers
Most common weapons in felonious officer deaths. Michael Ray Bailey, Sr. was killed by handgun.
Incident Location
Others Who Wore This Badge
570 officers from Chicago Police Department are honored on badge.nw. Showing the 16 most recent.
