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| Portmore United FC |
| 5 |
| (1993, 2003, 2005, 2008, 2012) | | Tivoli Gardens FC |
| 5 |
| (1983, 1999, 2004, 2009, 2011) | | Santos FC Kingston |
| 5 |
| (1974, 1975, 1976, 1977, 1980) | | Harbour View FC |
| 4 |
| (2000, 2007, 2010, 2013) | | Montego Bay United FC |
| 3 |
| (1987, 1997, 2014) | | Arnett Gardens FC |
| 3 |
| (1978, 2001, 2002) | | Reno FC |
| 3 |
| (1990, 1991, 1995) | | Boys' Town FC |
| 3 |
| (1984, 1986, 1989) | | Waterhouse FC |
| 2 |
| (1998, 2006) | | Violet Kickers FC |
| 2 |
| (1994, 1996) | | Wadadah FC |
| 2 |
| (1988, 1992) | | Jamaica Defence Force FC |
| 1 |
| (1985) | | Cavalier FC |
| 1 |
| (1981) |
| AAAAAAAAAAA FC |
| 12 |
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