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S.League .:. List of winners
| Year | Winner | |
| 2012 |
|
Tampines Rovers |
| 2011 |
|
Tampines Rovers |
| 2010 |
|
Étoile FC |
| 2009 |
|
Singapore Armed Forces FC |
| 2008 |
|
Singapore Armed Forces FC |
| 2007 |
|
Singapore Armed Forces FC |
| 2006 |
|
Singapore Armed Forces FC |
| 2005 |
|
Tampines Rovers |
| 2004 |
|
Tampines Rovers |
| 2003 |
|
Home United |
| 2002 |
|
Singapore Armed Forces FC |
| 2001 |
|
Geylang United |
| 2000 |
|
Singapore Armed Forces FC |
| 1999 |
|
Home United |
| 1998 |
|
Singapore Armed Forces FC |
| 1997 |
|
Singapore Armed Forces FC |
| 1996 |
|
Geylang United |
| 1994 |
|
Perth Kangaroos IFC |
| 1993 |
|
Geylang United |
| 1992 |
|
Geylang United |
| 1991 |
|
Geylang United |
| 1990 |
|
Geylang United |
| 1989 |
|
Geylang United |
| 1988 |
|
Geylang United |
| 1987 |
|
Tiong Bahru Constituency Sports Club |
| 1986 |
|
Singapore Armed Forces FC |
| 1985 |
|
Police FC |
| 1984 |
|
Tampines Rovers |
| 1983 |
|
Tiong Bahru Constituency Sports Club |
| 1982 |
|
Farrer Park United |
| 1981 |
|
Singapore Armed Forces FC |
| 1980 |
|
Tampines Rovers |
| 1979 |
|
Tampines Rovers |
| 1978 |
|
Singapore Armed Forces FC |
| 1977 |
|
Geylang United |
| 1976 |
|
Geylang United |
| 1975 |
|
Geylang United |
