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Chicago’s ‘Dreadhead Cowboy’ Arrested After Riding a Horse on Expressway for 6 Miles

Adam Hollingsworth

Adam Hollingsworth is best known as the “Dreadhead Cowboy” of Chicago who was reportedly arrested after riding a horse on the Dan Ryan Expressway for six miles, a report said.

Hollingsworth, who was captured on video surrounded by motorcycles and with police trailing behind, was charged with reckless conduct, disobeying a police officer, criminal trespass to state-supported property.

Adam Hollingsworth

The Dan Ryan Expressway turned into a bizarre traffic jam route Monday afternoon after Chicago’s Dreadhead Cowboy took to the outbound lanes on horseback.

Hollingsworth was escorted by a phalanx of motorcyclists as he rode his horse on the southbound lanes of the expressway, sometimes at a gallop, for several miles.

On a Facebook Live feed, while he was riding, Hollingsworth said he wanted everyone to know kids’ lives matter.

“Until we understand kids’ lives matter, nothing else matters”, he said on Facebook Live before riding onto the freeway. “We’re fitting to shut down the whole Dan Ryan”.

Numerous people tweeted about the wild scene, which went on for about 30 minutes in total.

Adam Hollingsworth Before Request for a Protest in Ran Dyan

In the past, Hollingsworth teamed up with Mayor Lori Lightfoot to advocate for filling out the Census, but her office distanced itself from the “stunt” in a statement.

Hollingsworth had met with state and Chicago police on September 9 about a planned protest on the Dan Ryan Expressway. However, his request was denied because it was believed to be dangerous and illegal” for pedestrians to access the expressway in that manner,” according to state police.

“There is a right way and a wrong way to call attention to issues of great importance and this stunt was decidedly the very wrong way”, the statement said, according to the Chicago Sun-Times.

As per the report, Illinois State Police received several calls about a man riding a horse on the Dan Ryan southbound at 47th Street at 4:28 pm. Officers arrived at 71st Street and saw Hollingsworth “surrounded by multiple motorcycles and vehicles in the local lanes” on the interstate.

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