Illawara       Champions
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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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