The Chairman’s Award is presented to the club who has consistently provided exceptional contribution to football on the central coast throughout the season.
| YEAR | CLUB |
| 2020 | Ourimbah United FC |
| 2019 | The Entrance FC |
| 2018 | Umina United SC |
| 2016 | Kincumber FC |
| 2015 | Killarney District SC |
| 2014 | East Gosford FC |
| 2012 | The Entrance FC |
| 2011 | Gwandalan Summerland Point FC |