| Illawara Champions | ||||||
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| First Division | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | Third Placed |
| 1954 | Fernhill | North Wollongong | 3:1 | Fernhill | Bulli | North Wollongong |
| 1955 | ||||||
| 1956 | Bulli | |||||
| 1957 | ||||||
| 1958 | Helensburgh Thistle | Helensburgh Thistle | ||||
| 1959 | Corrimal Rangers | Helensburgh Thistle | ||||
| 1960 | Woonona | Helensburgh Thistle | ||||
| 1961 | E.P.T. | Helensburgh Thistle | ||||
| 1962 | E.P.T. | |||||
| 1963 | E.P.T. | |||||
| 1964 | E.P.T. | Fernhill | E.P.T. | Corrimal Rangers | ||
| 1965 | ||||||
| 1966 | Bulli Workers | Bulli Workers | ||||
| 1967 | Bulli Workers | Fernhill | ||||
| 1968 | Bulli Workers | Bellambi | 3:0 | Bulli Workers | ||
| 1969 | Bulli | Bulli | ||||
| 1970 | Bellambi | Corrimal Rangers | 2:0 | Bellambi | ||
| 1971 | Bulli | Bellambi | 1:1 ?:? | Bulli | Bellambi | Coniston |
| 1972 | Figtree | Bellambi | 2:1 | Bellambi | Bulli | Corrimal Rangers |
| 1973 | Corrimal Rangers | Figtree | 3:1 | Corrimal Rangers | ||
| 1974 | Berkeley | Bellambi | 3:1 | Bellambi | ||
| 1975 | Unanderra | Figtree | 3:1 | Unanderra | ||
| 1976 | Figtree | Tarrawanna | 3:2 | Tarrawanna | ||
| Became Illawarra Premier League | ||||||
| Year | Grand Final Winners | Losing Finalists | Score | Premiers | Runners-Up | Third Placed |
| 1977 | Berkeley | Fairy Meadow | 1:0 | Fairy Meadow | Tarrawanna | Berkeley |
| 1978 | Tarrawanna | Berkeley | 1:0 | Berkeley | ||
| 1979 | Fairy Meadow | Tarrawanna | 3:2 aet | Fairy Meadow | Tarrawanna | Berkeley |
| 1980 | Fairy Meadow | Wests/Figtree | 5:1 | Fairy Meadow | ||
| 1981 | Coniston | Shellharbour Workers | 1:0 | Shellharbour Workers | Coniston | Fernhill |
| 1982 | Wests/Figtree | Wests/Figtree | ||||
| 1983 | Wests/Figtree | Warilla Wanderers | 3:1 | Wests/Figtree | ||
| 1984 | Fernhill | Bulli | 5:1 | Fernhill | ||
| 1985 | Aris | Bulli | 2:1 aet | Bulli | ||
| 1986 | Bulli | Fernhill | 1:0 | Bulli | ||
| 1987 | South Coast Croatia | South Coast Croatia | ||||
| 1988 | Wests/Figtree | Bulli | Bulli | |||
| 1989 | Wests/Figtree | South Coast Croatia | Bulli | Fernhill | ||
| 1990 | Wests/Figtree | Fernhill | Wests/Figtree | Fernhill | South Coast Croatia | |
| 1991 | Balgownie Rangers | Wests/Figtree | Wests/Figtree | South Coast Croatia | Cringila United | |
| 1992 | Wests/Figtree | Coniston Makedonija | Coniston Makedonija | Wests/Figtree | Bulli | |
| 1993 | Cringila Lions | Wollongong Olympic | 1:0 | Cringila Lions | Fernhill | Bulli |
| 1994 | Cringila Lions | Wollongong Olympic | 2:0 | Wollongong Olympic | Cringila Lions | Port Kembla |
| 1995 | Port Kembla | Lysaghts | 1:0 | Port Kembla | Lysaghts | Wollongong Olympic |
| 1996 | Port Kembla | Lysaghts | 1:0 | Lysaghts | Port Kembla | Wollongong Olympic |
| 1997 | Lysaghts | Cringila Lions | 2:1 | Lysaghts | Bulli | Dapto |
| 1998 | Wollongong White Eagles | Port Kembla | 0:0 aet 3:1 pens | Cringila Lions | Port Kembla | Wollongong White Eagles |
| 1999 | Port Kembla | Northern United | 1:0 | Northern United | Port Kembla | Bulli |
| 2000 | Port Kembla | Wollongong Olympic | 2:0 | Port Kembla | Wollongong Olympic | Coniston Lions |
| 2001 | Coniston Lions | Port Kembla | 4:0 | Port Kembla | Kemblawarra | Coniston Lions |
| 2002 | Port Kembla | Kemblawarra | 2:0 | Kemblawarra | Coniston Lions | Port Kembla |
| 2003 | Port Kembla | Dapto | 1:0 | Port Kembla | Dapto | Kemblawarra |
| 2004 | Port Kembla | Picton Rangers | 4:0 | Port Kembla | Cringila Lions | Dapto |
| 2005 | Picton Rangers | Dapto | 2:0 | Dandaloo | Cringila Lions | Tarrawanna |
| 2006 | Picton Rangers | Bulli | 2:1 | Dandaloo | Bulli | Picton Rangers |
| 2007 | Albion Park White Eagles | Bulli | 2:0 | Dandaloo | Bulli | Dapto |
| 2008 | Albion Park White Eagles | Port Kembla | 2:1 | Albion Park White Eagles | Port Kembla | Dandaloo |
| 2009 | Dandaloo | Bulli | 4:0 | Dandaloo | Bulli | South Coast United |
| 2010 | Dandaloo | Port Kembla | 3:1 | Port Kembla | Albion Park White Eagles | Dandaloo |
| 2011 | Dandaloo | Tarrawanna | 4:2 | Dandaloo | Port Kembla | Tarrawanna |
| 2012 | Dapto Dandaloo Fury | Bulli | 3:1 | Dapto Dandaloo Fury | Bulli | Tarrawanna |
| 2013 | Port Kembla | Bulli | 3:1 | Port Kembla | Bulli | Wollongong United |
| 2014 | Dapto Dandaloo Fury | Bulli | 2:0 | Bulli | Dapto Dandaloo Fury | Wollongong United |
| 2015 | Wollongong United | Dapto Dandaloo FC | 1:0 aet | Dapto Dandaloo Fury | Bulli | Wollongong United |
| 2016 | Albion Park White Eagles | Kemblawarra Fury | 4:2 | Kemblawarra Fury | Bulli | Albion Park White Eagles |
| 2017 | Port Kembla | Bulli | 0:0 aet 3:1 pens | Bulli | Wollongong Olympic | Kemblawarra Fury |
| 2018 | Bulli | Wollongong United | 3:2 | Bulli | Wollongong Olympic | Albion Park White Eagles |
| 2019 | Corrimal Rangers | Wollongong Olympic | 2:1 | Wollongong Olympic | Albion Park White Eagles | Corrimal Rangers |
| 2020 | Wollongong United | Woonona Sharks | 1:0 | Woonona Sharks | Wollongong United | Bulli |
| Number of Grand Final wins since 1977 | Number of Premiership wins since 1977 | |||||
| 9 | Port Kembla | 7 | Port Kembla | |||
| 6 | Wests Illawarra (Wests/Figtree) | 6 | Bulli | |||
| 3 | Albion Park White Eagles | 5 | Dandaloo (merged later with Dapto) | |||
| 3 | Dandaloo (merged later with Dapto) | 4 | Wests Illawarra (Wests/Figtree) | |||
| 2 | Bulli | 3 | Fairy Meadow | |||
| 2 | Coniston Lions | 2 | Cringila Lions | |||
| 2 | Cringila Lions | 2 | Dapto Dandaloo Fury | |||
| 2 | Dapto Dandaloo Fury | 2 | Lysaghts | |||
| 2 | Fairy Meadow | 2 | South Coast United (South Coast Croatia) | |||
| 2 | Picton Rangers | 2 | Wollongong Olympic | |||
| 2 | Wollongong United | 1 | Albion Park White Eagles | |||
| 1 | Balgownie Rangers | 1 | Berkeley | |||
| 1 | Berkeley | 1 | Coniston Lions (Coniston Makedonija) | |||
| 1 | Corrimal Rangers | 1 | Fernhill | |||
| 1 | Fernhill | 1 | Kemblawarra | |||
| 1 | Lysaghts | 1 | Kemblawarra Fury | |||
| 1 | South Coast United (South Coast Croatia) | 1 | Northern United | |||
| 1 | Tarrawanna | 1 | Shellharbour Workers | |||
| 1 | Wollongong White Eagles (merged later with Albion Park) | 1 | Woonona Sharks | |||
| 1 | Wollongong Olympic (Aris) | |||||
| Previous names shown in brackets | Previous names shown in brackets | |||||
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