Premiers - Halligan Cup
| Year | Premier |
| 2022 | Colleagues |
| 2021 | Not Contested |
| 2020 | Colleagues |
| 2019 | Colleagues |
| 2018 | Colleagues |
| 2017 | Colleagues |
| 2016 | Convicts |
| 2015 | Macarthur Crusaders |
| 2014 | Colleagues |
| 2013 | Redfield Old Boys |
| 2012 | Mosman |
| 2011 | Mosman |
| 2010 | Colleagues |
| 2009 | Mosman |
| 2008 | Colleagues |
| 2007 | Colleagues |
| 2006 | Old Ignatians |
| 2005 | Colleagues Convicts |
| 2004 | Colleagues |
| 2003 | Newport |
| 2002 | Colleagues |
| 2001 | Colleagues |
| 2000 | Lane Cove |
| 1999 | Mosman |
| 1998 | Forest |
| 1997 | Old Ignatians |
| 1996 | Old Ignatians |
| 1995 | Dee Why |
| 1994 | Blacktown |
| 1993 | Briars |
