Islas Caiman

                CAMPEONES

1970-71:B-Rite Stars
1971-72:B-Rite Stars
1972-73:Saprissa FC
1973-74:Cancelado
1974-78:Desconocido
1979:Yama Sun Oil
1980:Yama Sun Oil
1981-82:Desconocido
1983:St. George's
1984:Mont Joly
1985-96:Desconocido
1996-97:George Town SC
1997-98:Scholars International
1998-99:George Town
1999-00:Western Union FC
2000-01:Scholars International
2001-02:George Town SC
2002-03:Scholars International
2003-04:Latinos FC
2004-05:Western Union FC
2005-06:Scholars International
2006-07:Scholars International
2007-08:Scholars International
2008-09:Elite SC
2009-10:Scholars International
2010-11:Elite SC
2011-12:Scholars International
2012-13:Bodden Town FC
2013-14:Bodden town FC
2014-15:Scholars International
2015-16:Scholars International
2016-17:Bodden Town FC

                                  GOLEADORES

2000-01:Anthony Fogarty (George Town SC) (Jamaica):21
2001-02:Gary Whittaker (George Town SC):23
2002-03:Gary Whittaker (FC International):11
2003-04:Michael Wilks (George Town):12
2006-07:Carlos Powery (Tigers FC) (Honduras):15
2010-11:Dwayne Wright (Elite SC):18