CFU Club Championship | Champion

1997 United Petrotrin
1998 Joe Public F.C.
2000 Joe Public F.C.
2001 Defence Force
2002 W Connection
2003 San Juan Jabloteh
2004 Harbour View
2005 Portmore United
2006 W Connection
2007 Harbour View
2009 W Connection
2010 Puerto Rico Islanders
2011 Puerto Rico Islanders
2012 Caledonia AIA