5 people, including 'Dreadhead Cowboy,' arrested after causing disturbance and disrupting traffic on Dan Ryan Expressway, police say – Chicago Tribune
Chicago's Dreadhead Cowboy travels city streets on horseback, rallying protesters and offering rides to starry-eyed kids: He's 'our Batman.' – Chicago Tribune
![Dread Head Cowboy' sentenced to 90 days in jail on contempt charge for sparring with judge - Chicago Sun-Times Dread Head Cowboy' sentenced to 90 days in jail on contempt charge for sparring with judge - Chicago Sun-Times](https://cst.brightspotcdn.com/dims4/default/86cb28a/2147483647/strip/false/crop/5515x3677+0+0/resize/1486x991!/quality/90/?url=https%3A%2F%2Fcdn.vox-cdn.com%2Fthumbor%2FzGnKqbD2E9hKWleI6_rH7Tntq2g%3D%2F0x0%3A5515x3677%2F5515x3677%2Ffilters%3Afocal%282212x1691%3A2213x1692%29%2Fcdn.vox-cdn.com%2Fuploads%2Fchorus_asset%2Ffile%2F23053458%2Fmerlin_93372888.jpg)
Dread Head Cowboy' sentenced to 90 days in jail on contempt charge for sparring with judge - Chicago Sun-Times
![Dreadhead Cowboy' Adam Hollingsworth rides along Chicago streets spreading positivity - ABC7 Los Angeles Dreadhead Cowboy' Adam Hollingsworth rides along Chicago streets spreading positivity - ABC7 Los Angeles](https://cdn.abcotvs.com/dip/images/6285853_localish-AGD3115-DREADHEADCOWBOY-WLS-vid.jpg?w=1600)
Dreadhead Cowboy' Adam Hollingsworth rides along Chicago streets spreading positivity - ABC7 Los Angeles
![Dread Head Cowboy Adam Hollingsworth pleads guilty to animal cruelty; rode horse on Dan Ryan - Chicago Sun-Times Dread Head Cowboy Adam Hollingsworth pleads guilty to animal cruelty; rode horse on Dan Ryan - Chicago Sun-Times](https://cst.brightspotcdn.com/dims4/default/cb33568/2147483647/strip/false/quality/90/?url=https%3A%2F%2Fcdn.vox-cdn.com%2Fthumbor%2FRDw3fABzUx5CJ6VuZ2kHhHvV_xU%3D%2F0x0%3A5709x3806%2F5709x3806%2Ffilters%3Afocal%282094x1227%3A2095x1228%29%2Fcdn.vox-cdn.com%2Fuploads%2Fchorus_asset%2Ffile%2F21924200%2FCOWBOY_100120_07.jpg)
Dread Head Cowboy Adam Hollingsworth pleads guilty to animal cruelty; rode horse on Dan Ryan - Chicago Sun-Times
![Dread Head Cowboy's horse still under vet's care, 'doing better' after time at Tinley Park farm - Chicago Sun-Times Dread Head Cowboy's horse still under vet's care, 'doing better' after time at Tinley Park farm - Chicago Sun-Times](https://cst.brightspotcdn.com/dims4/default/7bb6f41/2147483647/strip/true/crop/4256x2430+0+381/resize/1461x834!/quality/90/?url=https%3A%2F%2Fcdn.vox-cdn.com%2Fthumbor%2FNMazPcLYMLjs4D63pIC8_KQa5qw%3D%2F0x0%3A4256x3192%2F4256x3192%2Ffilters%3Afocal%282128x1596%3A2129x1597%29%2Fcdn.vox-cdn.com%2Fuploads%2Fchorus_asset%2Ffile%2F20054680%2FCOWBOY_04.jpg)
Dread Head Cowboy's horse still under vet's care, 'doing better' after time at Tinley Park farm - Chicago Sun-Times
![Dan Ryan horse: Chicago's Dreadhead Cowboy Adam Hollingsworth bond set; horse in critical condition, may be euthanized - ABC7 Chicago Dan Ryan horse: Chicago's Dreadhead Cowboy Adam Hollingsworth bond set; horse in critical condition, may be euthanized - ABC7 Chicago](https://cdn.abcotvs.com/dip/images/6525613_092320-wls-cowboy-horse-hope-430p-vid.jpg?w=1600)
Dan Ryan horse: Chicago's Dreadhead Cowboy Adam Hollingsworth bond set; horse in critical condition, may be euthanized - ABC7 Chicago
![Dreadhead Cowboy gets 1 year sentence for riding horse to exhaustion during expressway 'protest' - CWB Chicago Dreadhead Cowboy gets 1 year sentence for riding horse to exhaustion during expressway 'protest' - CWB Chicago](https://i0.wp.com/cwbchicago.com/wp-content/uploads/2022/01/Adam-Hollingsworth-Dreadhead-Cowboy-horse-vidgrab.jpg?fit=1569%2C823&ssl=1)
Dreadhead Cowboy gets 1 year sentence for riding horse to exhaustion during expressway 'protest' - CWB Chicago
![An update on the condition of Nunu, the horse rode by the "Dreadhead Cowboy" on the Dan Ryan Expressway An update on the condition of Nunu, the horse rode by the "Dreadhead Cowboy" on the Dan Ryan Expressway](https://wgnradio.com/wp-content/uploads/sites/6/2020/10/nunu.jpg)
An update on the condition of Nunu, the horse rode by the "Dreadhead Cowboy" on the Dan Ryan Expressway
![Dreadhead Cowboy' arrested for riding horse on Chicago's Dan Ryan Expressway - WISH-TV | Indianapolis News | Indiana Weather | Indiana Traffic Dreadhead Cowboy' arrested for riding horse on Chicago's Dan Ryan Expressway - WISH-TV | Indianapolis News | Indiana Weather | Indiana Traffic](https://www.wishtv.com/wp-content/uploads/2020/09/BACKGROUND-Dread-Head-Cowboy-GettyImages-1215795749.jpg)