| Illawara Champions | ||||||
| Back to Illawara champions index | ||||||
| Second Division | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | Third Placed |
| 1964 | Warrawong | Warrawong | ||||
| 1965 | ||||||
| 1966 | Fernhill | |||||
| 1967 | ||||||
| 1968 | Port Kembla United | Warilla Wanderers | ||||
| 1969 | ||||||
| 1970 | Tarrawanna | Helensburgh Thistle | 4:3 | Tarrawanna | ||
| 1971 | Helensburgh Thistle | Port Kembla | Fairy Meadow | |||
| 1972 | Primbee | Port Kembla | 3:1 | Helensburgh Thistle | Primbee | Port Kembla |
| 1973 | Unanderra | Dapto | 5:1 | Unanderra | ||
| 1974 | Dapto | Shellharbour/Warilla | 3:0 | Woonona | ||
| 1975 | E.P.T. | Transkembla | 3:1 | Dapto | ||
| 1976 | E.P.T. | Shellharbour | 2:1 aet | E.P.T. | ||
| Became First Division | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | Third Placed |
| 1977 | Coniston | Russell Vale | 4:0 | Coniston & Russell Vale finished equal and shared the title | ||
| 1978 | Oak Flats | Oak Flats | ||||
| 1979 | Cringila United | Lysaghts | 1:1 1:0 | Cringila United | Lysaghts | Russell Vale |
| 1980 | Russell Vale Lions | Shellharbour Workers | 3:1 | Shellharbour Workers | ||
| 1981 | Wests/Figtree | Fairy Meadow | Wests/Figtree | |||
| 1982 | Warilla Wanderers | Warilla Wanderers | ||||
| 1983 | Dapto | Warilla Sports | ||||
| 1984 | Port Kembla | Port Kembla | ||||
| 1985 | Unanderra Hearts | Coniston | 3:0 | Unanderra Hearts | ||
| 1986 | South Coast Croatia | Corrimal Rangers | ||||
| 1987 | Helensburgh Thistle | Helensburgh Thistle | ||||
| 1988 | Lysaghts | Aris | ||||
| 1989 | University | Corrimal Rangers | 2:1 | Corrimal Rangers | University | Dunbars Oak Flats |
| 1990 | Bellambi | Wollongong Serbia | Bellambi | Warilla Wanderers | ||
| 1991 | Coniston Makedonija | Warilla Wanderers | 2:1 | Warilla Wanderers | Coniston Makedonija | Oak Flats |
| 1992 | Bellambi | Russell Vale Lions | 3:1 | Westderra Hearts | Russell Vale Lions | Bellambi |
| 1993 | Tarrawanna | Wollongong Serbia | Port Kembla | Tarrawanna | ||
| 1994 | Westderra Hearts | Westderra Hearts | Highlands United | South Coast United | ||
| 1995 | Kemblawarra | Dapto | Kemblawarra | Helensburgh Thistle | ||
| 1996 | Kemblawarra | Wollongong White Eagles | 2:1 aet | Wollongong White Eagles | Kemblawarra | Picton Rangers |
| Became Conference League | ||||||
| 1997 | Helensburgh Thistle | Kemblawarra | 1:1 4:3 pens | Kemblawarra | Helensburgh Thistle | Warrawong Barbarians |
| 1998 | Warilla Wanderers | Woonona | 1:0 | Woonona | Shoalhaven City | Western Suburbs |
| 1999 | Tarrawanna | Western Suburbs | 3:2 | Western Suburbs | Tarrawanna | University |
| 2000 | Helensburgh Thistle | Balgownie Rangers | 3:2 | Picton Rangers | Balgownie Rangers | Dapto |
| 2001 | Albion Park White Eagles | Tarrawanna | 1:0 | Kiama | Tarrawanna | Warilla Wanderers |
| 2002 | Albion Park White Eagles | Shellharbour City Mariners | 4:0 | Albion Park White Eagles | Dapto | Highlands |
| 2003 | Woonona | University of Wollongong | 2:1 | Bulli | Warilla Wanderers | Woonona |
| 2004 | Helensburgh Thistle | South Coast United | 4:1 | South Coast United | Dandaloo | Helensburgh Thistle |
| 2005 | Woonona | Shellharbour City | 6:1 | Shellharbour Workers | Wollongong United Lions | Fernhill |
| 2006 | Highlands United | Berkeley | 3:2 | Kiama | Berkeley | Highlands United |
| 2007 | Berkeley | University of Wollongong | 3:2 | Fernhill | Berkeley | University |
| Became the District League and played in two groups with a Finals Series | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | League |
| 2008 | Berkeley | University of Wollongong | 2:2 5:3 pens | Balgownie Rangers | Berkeley | Credit Union League |
| Woonona | University of Wollongong | Peoplecare League | ||||
| 2009 | Berkeley | University of Wollongong | 6:4 | Berkeley | Thirroul | Credit Union League |
| Balgownie Rangers | Wests Illawarra | Peoplecare League | ||||
| 2010 | Balgownie Rovers | Wollongong Olympic | 2:0 | Wollongong United | Highlands | Credit Union League |
| Balgownie Rovers | Kiama | Peoplecare League | ||||
| 2011 | Woonona | Warilla Wanderers | 3:1 | Warilla Wanderers | Helensburgh Thistle | Credit Union League |
| Coniston Lions | Bellambi | Peoplecare League | ||||
| 2012 | Woonona | Warilla Wanderers | 2:1 | Woonona | Helensburgh Thistle | Credit Union League |
| Wests Illawarra | Warilla Wanderers | Peoplecare League | ||||
| 2013 | Warilla Wanderers | Helensburgh Thistle | 3:1 | Helensburgh Thistle | Berkeley | Credit Union League |
| Bellambi | Warilla Wanderers | Peoplecare League | ||||
| District League played as one league | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | Third Placed |
| 2014 | Picton Rangers | Warilla Wanderers | 1:0 | Shell Cove | Warilla Wanderers | Picton Rangers |
| 2015 | Picton Rangers | Corrimal Rangers | 2:1 | Picton Rangers | Corrimal Rangers | Helensburgh Thistle |
| 2016 | Warilla Wanderers | Fernhill | 1:0 | Corrimal Rangers | Warilla Wanderers | Fernhill |
| 2017 | Warilla Wanderers | Helensburgh Thistle | 1:0 | Fernhill | Warilla Wanderers | Thirroul |
| 2018 | Coniston Lions | Warilla Wanderers | 3:0 | Coniston Lions | Bellambi | Warilla Wanderers |
| 2019 | Bellambi | Oak Flats Falcons | 2:1 | Bellambi | Helensburgh Thistle | Oak Flats Falcons |
| 2020 | Oak Flats Falcons | Unanderra Hearts | 3:0 | Oak Flats Falcons | Unanderra Hearts | Picton Rangers |
| Number of Grand Final wins since 1977 | Number of Premiership wins since 1977 | |||||
| 5 | Warilla Wanderers | 4 | Albion Park White Eagles (W'gong White Eagles/W'gong Serbia)) | |||
| 4 | Helensburgh Thistle | 3 | Balgownie Rovers | |||
| 4 | Woonona | 3 | Coniston Lions (Coniston) | |||
| 3 | Bellambi | 3 | Corrimal Rangers | |||
| 3 | Berkeley | 3 | Warilla Wanderers | |||
| 3 | Coniston Lions (Coniston Makedonija/Coniston) | 3 | Woonona | |||
| 2 | Albion Park White Eagles | 2 | Bellambi | |||
| 2 | Kemblawarra | 2 | Fernhill | |||
| 2 | Oak Flats Falcons (Oak Flats) | 2 | Helensburgh Thistle | |||
| 2 | Picton Rangers | 2 | Kiama | |||
| 2 | Tarrawanna | 2 | Oak Flats Falcons (Oak Flats) | |||
| 1 | Balgownie Rovers | 2 | Picton Rangers | |||
| 1 | Cringila United | 2 | Shellharbour Workers | |||
| 1 | Dapto | 2 | Westderra Hearts | |||
| 1 | Highlands United | 2 | Wests Illawarra (Wests/Figtree) | |||
| 1 | Lysaghts | 1 | Berkeley | |||
| 1 | Port Kembla | 1 | Bulli | |||
| 1 | Russell Vale Lions | 1 | Cringila United | |||
| 1 | South Coast United (South Coast Croatia) | 1 | Dapto | |||
| 1 | Unanderra Hearts | 1 | Kemblawarra | |||
| 1 | University | 1 | Port Kembla | |||
| 1 | Westderra Hearts | 1 | Russell Vale | |||
| 1 | Wests Illawarra (Wests/Figtree) | 1 | Shell Cove | |||
| 1 | South Coast United | |||||
| 1 | Unanderra Hearts | |||||
| 1 | Warilla Sports | |||||
| 1 | Western Suburbs | |||||
| 1 | Wollongong Olympic (Aris) | |||||
| 1 | Wollongong United | |||||
| Note one premiership was shared and two premiersips were awarded in six years | ||||||
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