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Warriors FC
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| 12
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| (1978, 1981, 1986, 1997, 1998, 2000, 2002, 2006, 2007, 2008, 2009, 2014) | | Geylang United FC |
| 11 |
| (1975, 1976, 1977, 1988, 1989, 1990, 1991, 1992, 1993, 1996, 2001) | | Tampines Rovers FC |
| 8 |
| (1979, 1980, 1984, 2004, 2005, 2011, 2012, 2013) | | Singapore CC |
| 7 |
| (1908, 1911, 1912, 1913, 1914, 1924, 1929) | | Singapore Chinese FA |
| 5 |
| (1925, 1930, 1934, 1937, 1938) | | Singapore Malays FA |
| 4 |
| (1931, 1932, 1933, 1939) | | Tiger SA |
| 3 |
| (1951, 1953, 1956) | | Royal Air Force FC |
| 3 |
| (1936, 1940, 1941) | | 2nd Duke of Wellington's Regiment |
| 3 |
| (1926, 1927, 1928) | | Home United FC |
| 2 |
| (1999, 2003) | | Tiong Bahru CSC |
| 2 |
| (1983, 1987) | | Darul Afiah FC |
| 2 |
| (1958, 1959) | | Marine Department SC |
| 2 |
| (1957, 1955) | | Rovers SC |
| 2 |
| (1948, 1952) | | 2nd Battalion Middlesex Regiment |
| 2 |
| (1922, 1923) | | 3rd Battalion Middlesex Regiment |
| 2 |
| (1909, 1910) | | Étoile FC |
| 1 |
| (2010) | | Singapore Lions XII |
| 1 |
| (1995) | | Perth Kangaroos IFC |
| 1 |
| (1994) | | Police SA |
| 1 |
| (1985) | | Farrer Park United FC |
| 1 |
| (1982) | | Indian RC |
| 1 |
| (1960) | | Star Soccerites SC |
| 1 |
| (1954) | | Kota Raja Club |
| 1 |
| (1950) | | Army FC |
| 1 |
| (1947) | | Royal Engineers FC |
| 1 |
| (1935) | | 1st Battalion South Staffordshire |
| 1 |
| (1921) | | 2nd Battalion West Kentshire Regiment |
| 1 |
| (1908) | | E Company |
| 1 |
| (1905) | | Band & Drums |
| 1 |
| (1904) |
| AAAAAAAAAAA FC |
| 12 |
| (FDSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSDF)
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