| Illawara Champions | |||
| First Division - Reserves | |||
| League Champion | Grand Final Winner | ||
| 1977 | Woonona | Wollongong Olympic | |
| 1978 | Wollongong Olympic | Russell Vale | |
| 1979 | Cringila United | Woonona | |
| 1980 | Lysaghts | Shellharbour Workers | |
| 1981 | Wests/Figtree | Wests/Figtree | |
| 1982 | Bulli | Bulli | |
| 1983 | Dapto | Dapto | |
| 1984 | Port Kembla | Port Kembla | |
| 1985 | Balgownie Rangers | Unanderra | |
| 1986 | Corrimal Rangers | South Coast Croatia | |
| 1987 | Bellambi | Balgownie Rangers | |
| 1988 | Balgownie Rangers | Lysaghts | |
| 1989 | Corrimal Rangers | Corrimal Rangers | |
| 1990 | Not Played | ||
| 1991 | Coniston Makedonija | Warilla Wanderers | |
| 1992 | Oak Flats | Oak Flats | |
| 1993 | Picton Rangers | Westderra Hearts | |
| 1994 | Westderra Hearts | Westderra Hearts | |
| 1995 | Highlands United | Highlands United | |
| 1996 | Wollongong White Eagles | Wollongong White Eagles | |
| 1997 | Kemblawarra | Picton Rangers | |
| Became Conference League | |||
| 1998 | Balgownie | Balgownie Rangers | |
| 1999 | Western Suburbs | Warilla Wanderers | |
| 2000 | Dapto | Balgownie Rangers | |
| 2001 | Tarrawanna | Warilla Wanderers | |
| 2002 | Fernhill | Dapto | |
| 2003 | Warilla Wanderers | Fernhill | |
| 2004 | Fernhill | Fernhill | |
| 2005 | Fernhill | Woonona | |
| Became First Division | |||
| 2006 | Woonona | Woonona | |
| 2007 | Fernhill | Fernhill | |
| Became District League | |||
| League Champion | Grand Final Winner | ||
| 2008 | Berkeley Sports | Berkeley Sports | (ICU) |
| Woonona Sharks | (Peoplecare) | ||
| 2009 | Balgownie Rangers | Balgownie Rangers | |
| 2010 | Woonona Sharks | Picton Rangers | |
| 2011 | Tarrawanna | ||
| 2012 | Thirroul Thunder | Woonona | (ICU) |
| Woonona Sharks | (Peoplecare) | ||
| 2013 | Picton Rangers | Helensburgh Thistle | (ICU) |
| Helensburgh Thistle | (Peoplecare) | ||
| 2014 | Balgownie Rangers | Thirroul Thunder | |
| 2015 | Warilla Wanderers | Warilla Wanderers | |
| 2016 | Thirroul Thunder | Thirroul Thunder | |
| 2017 | Fernhill | Thirroul Thunder | |
| 2018 | Thirroul Thunder | Thirroul Thunder | |
| 2019 | Helensburgh Thistle | Thirroul Thunder | |
| 2020 | Thirroul Thunder | Thirroul Thunder | |
| Back to Illawara champions index | |||