Caribbean Club Championship

  Winners  
W Connection3
Joe Public2
Puerto Rico Islanders2
Central2
Portmore United2
Harbour View2
San Juan Jabloteh1
Caledonia AIA1
Atlético Pantoja1
Cibao1
Defence Force1
United Petrotrin1
SeasonHostWinnersScoreRunners-up
1997United Petrotrin  2 – 1Seba United
1998Joe Public  1 – 0Caledonia AIA
2000Joe Public  -1W Connection
2001Defence Force  -2W Connection
2002W Connection  -2Arnett Gardens
2003San Juan Jabloteh  2 – 1
1 – 2
(4 – 2 p)
W Connection
2004Harbour View  1 – 1
2 – 1
Tivoli Gardens
2005Portmore United  2 – 1
4 – 0
Robinhood
2006W Connection  1 – 0San Juan Jabloteh
2007  Harbour View  2 – 1Joe Public
2009W Connection  2 – 1Puerto Rico Islanders
2010Puerto Rico Islanders  -1Joe Public
2011Puerto Rico Islanders  3 – 1Tempête
2012Caledonia AIA  1 – 1
(4 – 3 p)
W Connection
Qualified teams
2013W Connection  (Group 1 winners)Valencia  (Group 2 winners)
2014Bayamón  (Group 1 winners)Waterhouse  (Group 2 winners)
SeasonHostWinnersScoreRunners-up
2015Central  2 – 1W Connection
2016Central  3 – 0W Connection
2017Cibao  1 – 0San Juan Jabloteh
2018Atlético Pantoja  0 – 0
(6 – 5 p)
Arnett Gardens
2019Kingston, JamaicaPortmore United
Shavar Thomas
Round RobinWaterhouse