| Season | Club |
| 2006 | Seaton Carew |
| 2007 | Thornaby |
| 2008 | Middlesbrough |
| 2009 | Stokesley |
| 2010 | Redcar |
| 2011 | Saltburn |
| 2012 | Saltburn |
| 2013 | Bishop Auckland |
| 2014 | Richmondshire |
| 2015 | Whitby |
| 2016 | Marton |
| 2017 | Normanby Hall |
| 2018 | Billingham Synthonia |
| 2019 | Saltburn |
| 2020 | No competition - CoronaVirus |
| 2021 | Stockton |
| 2022 | Bishop Auckland |
| 2023 | Marton |
|
| Number of Wins | Club |
| 3 | Saltburn |
| 2 | Bishop Auckland |
| 2 | Marton |
| 1 | Billingham Synthonia |
| 1 | Middlesbrough |
| 1 | No competition - CoronaVirus |
| 1 | Normanby Hall |
| 1 | Redcar |
| 1 | Richmondshire |
| 1 | Seaton Carew |
| 1 | Stockton |
| 1 | Stokesley |
| 1 | Thornaby |
| 1 | Whitby |
|