# Copa de Trinidad y Tobago

La Copa de Trinidad y Tobago es el torneo de fútbol profesional masculino de ida y vuelta de Trinidad y Tobago.

## Campeones

Leyenda :
| * | Partido decidido en la prórroga |
| $^†$ | Partido decidido por penaltis tras el tiempo reglamentario |
| $^‡$ | Partido decidido por penaltis tras la prórroga |
| Negrita | El equipo campeón también ganó la Liga |
| Cursiva | Equipo que no pertenecía a la maxíma categoría del sistema de competición de Trinidad y Tobago |
| Temporada | Campeón | Resultado | Subcampeón | Estadio |
| 1927 | Shamrock | 4–2 | Leaseholds | |
| 1928 | Southern Casuals | | | |
| 1929 | Everton | 3–2 | Maple Club | |
| 1930 | Everton | | | |
| 1931 | Everton | | | |
| 1932 | Everton | | | |
| 1933 | Season not contested | Season not contested | Season not contested | Season not contested |
| 1934 | Casuals | | | |
| 1935 | Sporting Club | | | |
| 1936 | Shamrock | | | |
| 1937 | United British Oilfields Trinidad | 3–2 | Shamrock | |
| 1938 | West Ham | 2–0 | San Fernando | |
| 1939 | Casuals | | | |
| 1940 | Maple Club | | | |
| 1941 | United British Oilfields Trinidad | | | |
| (R) 1942 (R) | Spitfire | 3–2 | Colts | |
| (R) 1943 (R) | United British Oilfields Trinidad | 3–1 | Sporting Club | |
| 1944 | Colts | 1–0 | Sheffield | |
| 1945 | Colts | 5–0 | Forest Reserve | |
| 1946 | Maple Club | | | |
| 1947 | Notre Dame | 2–1 | United British Oilfields Trinidad | |
| 1948 | Colts | | | |
| 1949 | Maple Club | | Carlton | |
| 1950 | United British Oilfields Trinidad | 3–1 | Hurricanes | |
| 1951 | United British Oilfields Trinidad | * 1–1 * | Providence | |
| 1952 | Malvern United | 2–1 | United British Oilfields Trinidad | |
| 1953 | Maple Club | 1–0 | Juniors | |
| 1954 | United British Oilfields Trinidad | 4–0 | Providence | |
| 1955 | Malvern United | 1–0 | United British Oilfields Trinidad | |
| 1956 | Trinidad Petroleum Development | 2–0 | Notre Dame | |
| 1957 | Shamrock | * 2–2 * | Shell | |
| 1958 | Casuals | 1–0 | Trinidad Petroleum Development | |
| 1959 | Shamrock | 1–0 | BP Fyzabad | |
| 1960 | Malvern United | 2–0 | Trinidad Petroleum Development | |
| 1961 | Malvern United | * 1–1 * | BP Fyzabad | |
| 1962 | Dynamos | 1–0 | BP Fyzabad | |
| 1963 | Maple Club | 3–0 | Malvern United | |
| 1964 | Paragon | 1–0 | BP Palo Seco | |
| 1965 | Malvern United | | BP Palo Seco | |
| 1966 | Juniors | | Regiment | |
| 1967 | Regiment | 4–3 | Juniors | |
| 1968 | Malvern United | | | |
| 1969 | Point Fortin | 4–2 | Harvard | |
| 1970 | Maple Club | 3–0 | Texaco | |
| 1971 | Season not contested | Season not contested | Season not contested | Season not contested |
| 1972 | Maple Club | 3–0 | Texaco | |
| 1973 | Season not contested | Season not contested | Season not contested | Season not contested |
| 1974 | Defence Force | | | |
| 1975 | Police FC | | | |
| 1976 | Falcons F.C. | | | |
| 1977 | Malvern United | 2–1 | Caroni | |
| 1978 | Falcons | | | |
| 1979–1980 | Season not contested | Season not contested | Season not contested | Season not contested |
| 1981 | Defence Force | 5–0 | Memphis | |
| 1982 | ASL Sports Club | | | |
| 1983 | ASL Sports Club | | | |
| 1984 | Motown United | | | |
| 1985 | Defence Force | $^‡$ 1–1 $^‡$ | Trintoc | |
| 1986 | Trintoc | | | |
| 1987 | La Brea Angels | | | |
| 1988 | Trintoc | | | |
| 1989 | Defence Force | | | |
| 1990 | Police FC | $^‡$ $^‡$ | Superstar Rangers | |
| 1991 | Defence Force | | | |
| 1992 | Motown United | | | |
| 1993 | Trintoc | | | |
| (R) 1994 (R) | Police FC | $^‡$ 1–1 $^‡$ | Superstar Rangers | |
| 1995 | United Petrotrin | | Defence Force | |
| 1996 | Defence Force | | Police FC | |
| 1997 | United Petrotrin | 3–1 | Superstar Rangers | Queen's Park Oval |
| 1998 | San Juan Jabloteh | * 3–2 * | Defence Force | |
| 1999 | W Connection | * 2–1 * | Joe Public | Marvin Lee Stadium |
| 2000 | W Connection | $^†$ 1–1 $^‡$ | Joe Public | Gilbert Park |
| 2001 | Joe Public | 1–0 | Carib | Marvin Lee Stadium |
| 2002 | W Connection | 5–1 | Arima Fire | Marvin Lee Stadium |
| 2003 | North East Stars | $^‡$ 2–2 $^‡$ | W Connection | Marvin Lee Stadium |
| 2004 | Season not finished | Season not finished | Season not finished | Season not finished |
| 2005 | San Juan Jabloteh | 2–1 | Defence Force | Marvin Lee Stadium |
| 2006 | WASA | $^‡$ 3–3 $^‡$ | North East Stars | Estadio Ato Boldon |
| 2007 | Joe Public | 1–0 | Caledonia AIA | Marvin Lee Stadium |
| 2008 | Caledonia AIA | 3–2 | W Connection | Marvin Lee Stadium |
| 2009 | Joe Public | * 3–2 * | W Connection | Marvin Lee Stadium |
| 2010–11 | San Juan Jabloteh | 1–0 | North East Stars | Marvin Lee Stadium |
| 2011–12 | Caledonia AIA | 1–0 | Defence Force | Manny Ramjohn Stadium |
| 2012–13 | Caledonia AIA | 2–0 | Central FC | Estadio Ato Boldon |
| 2013–14 | W Connection | $^‡$ 2–2 $^‡$ | Central FC | Estadio Ato Boldon |
| 2014-15 | North East Stars | $^‡$ 0–0 $^‡$ | W Connection | Estadio Ato Boldon |
| 2015-16 | No se disputó la temporada | No se disputó la temporada | No se disputó la temporada | No se disputó la temporada |
| 2016-17 | No se disputó la temporada | No se disputó la temporada | No se disputó la temporada | No se disputó la temporada |
| 2017 | W Connection | 3–1 | Police FC | Estadio Ato Boldon |