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Chicago man wanted for robbing Woodstock motel at gunpoint, battering front desk clerk

File Photo – Super 8 Hotel in Woodstock. | Photo: Google Street View.

A Chicago man who tried robbing a Super 8 hotel in Woodstock ran into issues after his gun got stuck in his pocket as he tried to pull it out, court documents said.

Trent J. Keegan, 27, of the 4200 block of North Hazel Street in Chicago, is charged with armed violence, armed robbery, felon in possession of a firearm, theft, burglary, battery causing bodily harm and two counts of aggravated assault.

Court documents allege that Keegan entered the Super 8 hotel, located at 1220 Davis Road in Woodstock, on May 17, 2020, while armed with a pistol.

Keegan “verbally walked through the armed robbery with himself while waiting for an employee at the front desk,” a police detective said in a criminal complaint.

When the staff member walked to the front desk, Keegan attempted to remove his pistol from his front pocket but it got stuck, the complaint said.

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Keegan, who was wearing a mask, safety glasses and a bandana to hide his identity, walked around the corner away from the employee.

He then walked back to the front lobby and entered the employee area behind the front counter while displaying his gun.

Keegan grabbed the employee’s wrist and pulled it to the cash register as he demanded the employee to open it, the complaint said.

The employee handed Keegan approximately $1,000 cash and handed it to the suspect. Keegan fled the business by running out of a hallway door.

Keegan, who is a convicted felon, was previously found guilty of a robbery at a Super 8 hotel in Crystal Lake in 2015.

In that case, Keegan served 180 days in jail and was ordered to undergo drug and alcohol treatment along with three years of probation.

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An active arrest warrant remains for Keegan, who is not in police custody for his latest armed robbery.

Editor’s note: This story previously noted that the robbery occurred on May 26, 2021, which is what the court records indicated. Police now say the robbery actually occurred on May 17, 2020.