| Illawara Champions | |||
| First Division - Youth | |||
| League Champion | Grand Final Winner | ||
| 1977 | EPT | EPT | |
| 1978 | Trans Kembla | Trans Kembla | |
| 1979 | Warilla Wanderers | Warilla Wanderers | |
| 1980 | Warilla Wanderers | Warilla Wanderers | |
| 1981 | Wests/Figtree | Port Kembla Transfield | |
| 1982 | Bulli | Oak Flats | |
| 1983 | Port Kembla | Lysaghts | |
| 1984 | Balgownie Rangers | Balgownie Rangers | |
| 1985 | Balgownie Rangers | Balgownie Rangers | |
| 1986 | Balgownie Rangers | Balgownie Rangers | |
| 1987 | Bellambi | Bellambi | |
| 1988 | Bellambi | Russell Vale | |
| 1989 | Coniston Makedonija | Coniston Makedonija | |
| 1990 | Coniston Makedonija | Coniston Makedonija | |
| 1991 | Coniston Makedonija | Coniston Makedonija | |
| 1992 | All Stars | Port Kembla | |
| 1993 | Port Kembla | Kembla | |
| 1994 | Shoalhaven City | Shoalhaven City | |
| 1995 | Highlands United | Shoalhaven City | |
| 1996 | Picton Rangers | University | |
| 1997 | Shoalhaven | Shoalhaven City | |
| Became Conference League | |||
| 1998 | Highlands United | UBP Warrawong Barbarians | |
| 1999 | Shellharbour Barbarians | Tarrawanna | |
| 2000 | Dapto | Dapto | |
| 2001 | University | Dapto | |
| 2002 | University | Dapto | |
| 2003 | Shoalhaven City | Woonona | |
| 2004 | Fernhill | Fernhill | |
| 2005 | Wests Illawarra | Woonona | |
| Became First Division | |||
| 2006 | Woonona | Fernhill | |
| 2007 | Woonona | Fernhill | |
| Became District League | |||
| League Champion | Grand Final Winner | ||
| 2008 | Wests Illawarra | Woonona | (ICU) |
| Helensburgh Thistle | (Peoplecare) | ||
| 2009 | Warilla Wanderers | Helensburgh Thistle | (ICU) |
| Shoalhaven | (Peoplecare) | ||
| 2010 | Wollongong Olympic | Kiama | (ICU) |
| Kiama | (Peoplecare) | ||
| 2011 | |||
| 2012 | |||
| 2013 | |||
| 2014 | |||
| 2015 | |||
| 2016 | Helensburgh Thistle | Fernhill | |
| 2017 | Coniston | University | |
| 2018 | Helensburgh Thistle | Coniston | |
| 2019 | Helensburgh Thistle | Helensburgh Thistle | |
| 2020 | Balgownie Rangers | Picton Rangers | |
| Back to Illawara champions index | |||