Jahr Sieger Land
2019 Brunei DPMM FC Brunei DPMM FC Brunei Brunei
2018 Albirex Niigata (S) Albirex Niigata (S) Singapur Singapur
2017 Albirex Niigata (S) Albirex Niigata (S) Singapur Singapur
2016 Albirex Niigata (S) Albirex Niigata (S) Singapur Singapur
2015 Brunei DPMM FC Brunei DPMM FC Brunei Brunei
2014 Warriors FC Warriors FC Singapur Singapur
2013 Tampines Rovers Tampines Rovers Singapur Singapur
2012 Tampines Rovers Tampines Rovers Singapur Singapur
2011 Tampines Rovers Tampines Rovers Singapur Singapur
2010 Étoile FC Étoile FC Singapur Singapur
2009 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2008 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2007 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2006 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2005 Tampines Rovers Tampines Rovers Singapur Singapur
2004 Tampines Rovers Tampines Rovers Singapur Singapur
2003 Home United Home United Singapur Singapur
2002 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2001 Geylang United Geylang United Singapur Singapur
2000 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1999 Home United Home United Singapur Singapur
1998 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1997 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1996 Geylang United Geylang United Singapur Singapur
1994 Perth Kangaroos IFC Perth Kangaroos IFC Australien Australien
1993 Geylang International Geylang International Singapur Singapur
1992 Geylang International Geylang International Singapur Singapur
1991 Geylang International Geylang International Singapur Singapur
1990 Geylang International Geylang International Singapur Singapur
1989 Geylang International Geylang International Singapur Singapur
1988 Geylang International Geylang International Singapur Singapur
1987 Tiong Bahru Constituency Sports Club Tiong Bahru Constituency Sports Club Singapur Singapur
1986 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1985 Police FC Police FC Singapur Singapur
1984 Tampines Rovers Tampines Rovers Singapur Singapur
1983 Tiong Bahru Constituency Sports Club Tiong Bahru Constituency Sports Club Singapur Singapur
1982 Farrer Park United Farrer Park United Singapur Singapur
1981 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1980 Tampines Rovers Tampines Rovers Singapur Singapur
1979 Tampines Rovers Tampines Rovers Singapur Singapur
1978 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1977 Geylang International Geylang International Singapur Singapur
1976 Geylang International Geylang International Singapur Singapur
1975 Geylang International Geylang International Singapur Singapur