ROLL OF HONOUR
The table below displays a roll of honour for men's football tournaments held in Puerto Rico.
| | Liga Puerto Rico |
| 2019-20 | Abandoned |
| 2018-19 | Metropolitan FA |
| | Copa Excelencia |
| 2017 | GPS Puerto Rico |
| | Puerto Rico Soccer League |
| 2016 | Metropolitan FA |
| | Liga Nacional de Fútbol | Copa Exelencia |
| 2015 | Criollos FC | SPDP Spartans |
| | Liga Nacional de Fútbol | Super Copa Gigante | Copa Criolla | Copa Exelencia |
| 2014 | Yabuco SUAL | Criollos FC | Criollos FC | Criollos FC |
| | Liga Nacional de Fútbol |
| 2013 | Sevilla FC |
| 2012 | Bayamón FC |
| | Puerto Rico Soccer League |
| 2011 | Leones FC |
| | Supercopa DirecTV |
| 2010 | River Plate Ponce |
| | Puerto Rico Soccer League |
| 2009 | Bayamón FC |
| 2008 | Sevilla FC |
| | Campeonato Nacional de Fútbol |
| 2007 | Fraigcomar |
| 2006 | Fraigcomar |
| | Campeonato Nacional de Fútbol | Liga Mayor de Fútbol |
| 2005 | Fraigcomar | Real Quintana |
| | Liga Mayor de Fútbol |
| 2004 | Sporting |
| 2003 | Sporting |
| | Torneo Nacional Superior | Liga Mayor de Fútbol |
| 2001-02 | Académicos de Quintana | Vaqueros |
| 2000-01 | Académicos de Quintana | Islanders |
| 1999-2000 | Académicos de Quintana | Vaqueros |
| 1998-99 | CF Nacional | Islanders |
| 1997-98 | Académicos de Quintana | Islanders |
| 1996-97 | Académicos de Quintana | Leones |
| | Torneo Nacional Superior |
| 1995-96 | Académicos de Quintana |
| 1994-95 | Unknown |
| 1993-94 | Rafael Santiago |
| 1991-93 | Unknown |
| 1990-91 | Cruz Azul |
| 1962-89 | Unknown |
| 1961 | Jumacao FC |
| 1959-69 | Unknown |
| 1957-58 | Caribes FC |
