CHICAGO (WLS) -- The man known as Dreadhead Cowboy spoke for the first time Thursday after a protest ride down the Dan Ryan Expressway Monday landed him behind bars. The horseman, Adam Hollingsworth, ...

CHICAGO (WLS) -- Chicago's so-called Dreadhead Cowboy Adam Hollingsworth appeared in court virtually Wednesday after he rode his horse on the Dan Ryan Expressway during the evening rush. Hollingsworth ...

CHICAGO (WPVI) -- An activist faces charges this morning for riding his horse on a busy highway in Chicago on Monday. Chicago's so-called Dreadhead Cowboy Adam Hollingsworth is in police custody after ...

The man who has become known as the “Dread Head Cowboy” in Chicago was spotted riding his horse on the Dan Ryan Expressway Monday afternoon, with a motorcycle escort accompanying him. The unique scene ...

This is an archived article and the information in the article may be outdated. Please look at the time stamp on the story to see when it was last updated. CHICAGO — Chicago’s Dreadhead Cowboy once ...

This is an archived article and the information in the article may be outdated. Please look at the time stamp on the story to see when it was last updated. CHICAGO — Police have charged five people in ...

Shades of Spend A Buck? In 1984, following a decisive victory in the Cradle Stakes at River Downs, Spend A Buck came from Ohio for a frontrunning encore performance in the Arlington-Washington ...

Cowboy Dan threw a round of oversized show knives into a fast-spinning panel, sticking each one against centrifugal force. Then he took it up a notch for a crowd at the Clark County Fair on Sunday.

Dan Stephens, aka “Cowboy Dan, The Jerky Man,” worked for a large workers’ compensation insurer. To his surprise, after finishing up a $10 million dollar project, he was laid off. He spent Christmas ...

CHICAGO -- An activist faces charges this morning for riding his horse on a busy highway in Chicago on Monday. Chicago's so-called Dreadhead Cowboy Adam Hollingsworth is in police custody after police ...