CONCACAF Gold Cup 2021, Final tournament, Group A |
 | 18.07.2021 |  | Guatemala | – | Trinidad and Tobago |  | 1:1 (0:1) |
| Frisco |
CONCACAF Gold Cup 2021, Final tournament, Group A |
| 10.07.2021 |  | Mexico | – | Trinidad and Tobago | | 0:0 |
| Arlington |
CONCACAF Gold Cup 2021, Qualifying tournament, Second round |
| 06.07.2021 | | Trinidad and Tobago | – | French Guiana |  | 1:1 (1:1),
pen. 8:7 |
| Fort Lauderdale |
CONCACAF Gold Cup 2019, Final tournament, Group D |
| 26.06.2019 | | Trinidad and Tobago | – | Guyana |  | 1:1 (0:0) |
| Kansas City |
CONCACAF Gold Cup 2015, Final tournament, Quarterfinal |
| 19.07.2015 | | Trinidad and Tobago | – | Panama |  | 1:1 aet
(0:1, 1:1),
pen. 5:6 |
| USA, East Rutherford |
CONCACAF Gold Cup 2015, Final tournament, Group C |
| 15.07.2015 | | Mexico | – | Trinidad and Tobago | | 4:4 (1:0) |
| USA, Charlotte |
CONCACAF Gold Cup 2013, Final tournament, Group B |
| 08.07.2013 |  | El Salvador | – | Trinidad and Tobago | | 2:2 (1:1) |
| Harrison |
CONCACAF Gold Cup 2007, Final tournament, Group B |
| 12.06.2007 | | Trinidad and Tobago | – | Guatemala | | 1:1 (0:0) |
| Foxborough |
CONCACAF Gold Cup 2005, Final tournament, Group A |
| 10.07.2005 | | Panama | – | Trinidad and Tobago | | 2:2 (1:1) |
| Miami |
CONCACAF Gold Cup 2005, Final tournament, Group A |
| 06.07.2005 | | Trinidad and Tobago | – | Honduras |  | 1:1 (1:1) |
| Miami |
CONCACAF Gold Cup 2002, Final tournament, Group C |
| 20.01.2002 |  | Costa Rica | – | Trinidad and Tobago | | 1:1 (0:0) |
| Miami |
CONCACAF Championship 1989, Final tournament, Final Round |
| 13.08.1989 | | El Salvador | – | Trinidad and Tobago | | 0:0 |
| Honduras, Tegucigalpa |
CONCACAF Championship 1989, Final tournament, Final Round |
| 28.05.1989 | | Trinidad and Tobago | – | Costa Rica | | 1:1 (0:0) |
| Port of Spain |
CONCACAF Championship 1989, Final tournament, Final Round |
| 13.05.1989 |  | USA | – | Trinidad and Tobago | | 1:1 (0:0) |
| Torrens |
CONCACAF Championship 1989, Qualifying tournament, Second round |
| 13.11.1988 | | Honduras | – | Trinidad and Tobago | | 1:1 (0:0) |
| Tegucigalpa |
CONCACAF Championship 1989, Qualifying tournament, Second round |
| 30.10.1988 | | Trinidad and Tobago | – | Honduras | | 0:0 |
| Port of Spain |
CONCACAF Championship 1985, Qualifying tournament, Second round, subgroup 3 |
| 28.04.1985 | | Costa Rica | – | Trinidad and Tobago | | 1:1 (0:1) |
| San José |
CONCACAF Championship 1981, Qualifying tournament, Caribbean Zone, subgroup B |
| 29.11.1980 |  | Netherlands Antilles | – | Trinidad and Tobago | | 0:0 |
| Willemstad |
CONCACAF Championship 1981, Qualifying tournament, Caribbean Zone, subgroup B |
| 09.11.1980 | | Trinidad and Tobago | – | Netherlands Antilles | | 0:0 |
| Port of Spain |
CONCACAF Championship 1977, Qualifying tournament, Caribbean Zone, Subgroup A, Round 2 |
| 28.11.1976 | | Trinidad and Tobago | – | Suriname |  | 2:2 (1:1) |
| Port of Spain |
CONCACAF Championship 1977, Qualifying tournament, Caribbean Zone, Subgroup A, Round 2 |
| 14.11.1976 | | Suriname | – | Trinidad and Tobago | | 1:1 (1:1) |
| Paramaribo |
CONCACAF Championship 1973, Qualifying tournament, Caribbean Zone, group 6 |
| 30.11.1972 | | Trinidad and Tobago | – | Dutch Guiana |  | 1:1 (0:0) |
| San Fernando |
CONCACAF Championship 1971, Final tournament, Final Round |
| 01.12.1971 | | Trinidad and Tobago | – | Honduras | | 1:1 |
| Port of Spain |
CONCACAF Championship 1971, Final tournament, Final Round |
| 20.11.1971 | | Trinidad and Tobago | – | Cuba |  | 2:2 |
| Port of Spain |
CONCACAF Championship 1969, Final tournament, Final Round |
| 08.12.1969 | | Mexico | – | Trinidad and Tobago | | 0:0 |
| San José |
CONCACAF Championship 1967, Qualifying tournament, Group 1 |
| 18.01.1967 |  | Jamaica | – | Trinidad and Tobago | | 1:1 |
| |
Superclásico
Copa Newton
Copa Lipton
Copa Rosa
Copa Félix Bogado
Copa Carlos Dittborn
Copa Ramón Castilla
Copa Rio Branco
Copa Rodrigues Alves
Taça Bernardo O'Higgins
Copa Artigas
Copa Paz del Chaco
Copa del Pacífico
