Jahr Sieger Land
2019 Tampines Rovers Tampines Rovers Singapur Singapur
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 Albirex Niigata (S) Albirex Niigata (S) Singapur Singapur
2014 Balestier Khalsa Balestier Khalsa Singapur Singapur
2013 Home United Home United Singapur Singapur
2012 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
2011 Home United Home United Singapur Singapur
2010 Bangkok Glass FC Bangkok Glass FC Thailand Thailand
2009 Geylang United Geylang United 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 Tampines Rovers Tampines Rovers Singapur Singapur
2005 Home United Home United Singapur Singapur
2004 Tampines Rovers Tampines Rovers Singapur Singapur
2003 Home United Home United Singapur Singapur
2002 Tampines Rovers Tampines Rovers Singapur Singapur
2001 Home United Home United Singapur Singapur
2000 Home United Home United Singapur Singapur
1999 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1998 Woodlands Wellington Woodlands Wellington Singapur Singapur
1997 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1995 Geylang International Geylang International Singapur Singapur
1994 Tiong Bahru Constituency Sports Club Tiong Bahru Constituency Sports Club Singapur Singapur
1992 Geylang International Geylang International Singapur Singapur
1991 Geylang International Geylang International Singapur Singapur
1990 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 Tiong Bahru Constituency Sports Club Tiong Bahru Constituency Sports Club Singapur Singapur
1984 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur
1983 Farrer Park United Farrer Park United Singapur Singapur
1982 Tiong Bahru Constituency Sports Club Tiong Bahru Constituency Sports Club Singapur Singapur
1981 Farrer Park United Farrer Park United Singapur Singapur
1980 Police FC Police FC Singapur Singapur
1979 Toa Payoh United Toa Payoh United Singapur Singapur
1978 Geylang International Geylang International Singapur Singapur
1977 Toa Payoh United Toa Payoh United Singapur Singapur
1976 Geylang International Geylang International Singapur Singapur
1975 Singapore Armed Forces FC Singapore Armed Forces FC Singapur Singapur