Desk Sergeant Timothy S. O'Connell, a 31-year-old male of Irish descent, was a dedicated member of the Chicago Police Department. On the night of April 29, 1900, while off duty and in plain clothes, he was walking to his car after visiting friends and relatives of his wife. As he approached the 18th Street Viaduct, he was confronted by an armed robber named George Henchik.
In the ensuing confrontation, as Sergeant O'Connell drew his service revolver, Henchik fired a shot, striking O'Connell in the left breast. The assailant then fled the scene, leaving O'Connell mortally wounded. Two night watchmen from the Pennsylvania Railway Company, who were nearby, heard the gunfire and discovered O'Connell lying face down on the viaduct, his revolver drawn but unfired, and a battered black derby hat clutched in his hand.
The investigation into Sergeant O'Connell's death was swift. Patrolmen Conway and Homer arrested an 18-year-old suspect named James Santa two hours after the shooting. However, the primary suspect, George Henchik, was apprehended, tried, and ultimately acquitted. The defense presented an alibi that the jury accepted, leading to Henchik's release. Despite the efforts of the police and the presence of witnesses who heard the gunfire and saw the muzzle flash, the case against Henchik did not result in a conviction.
Sergeant O'Connell's death was a significant loss to the Chicago Police Department, where he had served for nearly 18 years. His dedication and bravery were remembered by his colleagues and the community. The case remains a poignant reminder of the dangers faced by law enforcement officers and the challenges in securing justice for fallen officers.