Friendly internationals 2025 |
 | 09.02.2025 |  | Jamaica | – | Trinidad and Tobago |  | |
| Kingston |
Friendly internationals 2025 |
| 06.02.2025 | | Jamaica | – | Trinidad and Tobago | | |
| Montego Bay |
Friendly internationals 2024 |
| 03.03.2024 | | Trinidad and Tobago | – | Jamaica | | 0:0 |
| Malabar |
Friendly internationals 2024 |
| 01.03.2024 | | Trinidad and Tobago | – | Jamaica | | 0:1 (0:0) |
| Port of Spain |
CONCACAF Gold Cup 2023, Final tournament, Group A |
| 28.06.2023 | | Jamaica | – | Trinidad and Tobago | | 4:1 (3:0) |
| Saint Louis |
Friendly internationals 2023 |
| 14.03.2023 | | Jamaica | – | Trinidad and Tobago | | 0:0 |
| Kingston |
Friendly internationals 2023 |
| 11.03.2023 | | Jamaica | – | Trinidad and Tobago | | 0:1 (0:0) |
| Montego Bay |
Friendly internationals 2017 |
| 24.08.2017 | | Trinidad and Tobago | – | Jamaica | | 1:2 (1:1) |
| Port of Spain |
Caribbean Championship 2014, Final tournament, Final |
| 18.11.2014 | | Jamaica | – | Trinidad and Tobago | | 0:0 aet,
pen. 4:3 |
| Montego Bay |
Friendly internationals 2013 |
| 19.11.2013 | | Trinidad and Tobago | – | Jamaica | | 2:0 (0:0) |
| Port of Spain |
Friendly internationals 2013 |
| 15.11.2013 | | Jamaica | – | Trinidad and Tobago | | 0:1 (0:1) |
| Montego Bay |
Friendly internationals 2010 |
| 10.10.2010 | | Jamaica | – | Trinidad and Tobago | | 1:0 (1:0) |
| Kingston |
Friendly internationals 2010 |
| 11.08.2010 | | Trinidad and Tobago | – | Jamaica | | 1:3 (1:2) |
| Macoya |
Caribbean Championship 2008, Final tournament, Group A |
| 07.12.2008 | | Jamaica | – | Trinidad and Tobago | | 1:1 (0:0) |
| Trelawny |
Friendly internationals 2008 |
| 07.06.2008 | | Trinidad and Tobago | – | Jamaica | | 1:1 (1:0) |
| Macoya |
Friendly internationals 2008 |
| 26.03.2008 | | Jamaica | – | Trinidad and Tobago | | 2:2 (2:0) |
| Kingston |
Caribbean Cup 2005, Final tournament, Final Round |
| 20.02.2005 | | Jamaica | – | Trinidad and Tobago | | 2:1 (2:1) |
| Bridgetown |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 30.06.2001 | | Trinidad and Tobago | – | Jamaica | | 1:2 (1:1) |
| Port of Spain |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 28.02.2001 | | Jamaica | – | Trinidad and Tobago | | 1:0 (1:0) |
| Kingston |
Caribbean Cup 2001, Final tournament, Group 1 |
| 17.05.2001 | | Trinidad and Tobago | – | Jamaica | | 2:1 (0:1) |
| Port of Spain |
Friendly internationals 2000 |
| 08.07.2000 | | Trinidad and Tobago | – | Jamaica | | 2:4 (1:2) |
| |
Caribbean Cup 1999, Final tournament, Group A |
| 03.06.1999 | | Trinidad and Tobago | – | Jamaica | | 1:0 (1:0) |
| Port of Spain |
Friendly internationals 1999 |
| 28.03.1999 | | Trinidad and Tobago | – | Jamaica | | 2:0 (1:0) |
| |
Caribbean Cup 1998, Final tournament, Final |
| 31.07.1998 | | Trinidad and Tobago | – | Jamaica | | 1:2 (0:2) |
| Trinidad and Tobago |
Friendly internationals 1998 |
| 07.01.1998 | | Trinidad and Tobago | – | Jamaica | | 0:0 |
| |
Friendly internationals 1997 |
| 23.11.1997 | | Trinidad and Tobago | – | Jamaica | | 0:0 |
| |
Caribbean Cup 1997, Final tournament, Semifinal |
| 10.07.1997 | | Trinidad and Tobago | – | Jamaica | | 1:1 aet
(1:0, 1:1),
pen. 4:2 |
| St. Kitts and Nevis, Bassterre |
Friendly internationals 1997 |
| 01.05.1997 | | Trinidad and Tobago | – | Jamaica | | 1:1 |
| |
Caribbean Cup 1996, Final tournament, Group A |
| 24.05.1996 | | Trinidad and Tobago | – | Jamaica | | 1:0 |
| Port of Spain |
Friendly internationals 1995 |
| 20.10.1995 | | Trinidad and Tobago | – | Jamaica | | 0:1 (0:0) |
| Cayman Islands |
Friendly internationals 1995 |
| 24.09.1995 | | Trinidad and Tobago | – | Jamaica | | 1:0 (0:0) |
| |
Friendly internationals 1995 |
| 06.08.1995 | | Jamaica | – | Trinidad and Tobago | | 1:0 (0:0) |
| Canada |
Caribbean Cup 1995, Final tournament, Group B |
| 23.07.1995 | | Jamaica | – | Trinidad and Tobago | | 1:0 (1:0) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 18.08.1992 | | Jamaica | – | Trinidad and Tobago | | 1:1 (1:1) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 05.07.1992 | | Trinidad and Tobago | – | Jamaica | | 1:2 (0:0) |
| Port of Spain |
Caribbean Cup 1993, Final tournament, Semifinal |
| 28.05.1993 | | Jamaica | – | Trinidad and Tobago | | 3:0 |
| Kingston |
Caribbean Cup 1992, Final tournament, Final |
| 27.06.1992 | | Trinidad and Tobago | – | Jamaica | | 3:1 (2:0) |
| Port of Spain |
Caribbean Cup 1991, Final tournament, Final |
| 02.06.1991 | | Jamaica | – | Trinidad and Tobago | | 2:0 (1:0) |
| Kingston |
CONCACAF Championship 1969, Final tournament, Final Round |
| 30.11.1969 | | Trinidad and Tobago | – | Jamaica | | 3:2 (2:2) |
| San José |
CONCACAF Championship 1967, Qualifying tournament, Group 1 |
| 18.01.1967 | | Jamaica | – | Trinidad and Tobago | | 1:1 |
| Kingston |
Russia
Ukraine
Azerbaijan
Armenia
Belarus
Kazakhstan
Moldova
Uzbekistan
Austria
Belgium
Hungary
Germany
Netherlands
Georgia
Iceland
Spain
Latvia
Lithuania
Norway
Poland
Portugal
Serbia
Slovenia
France
Croatia
Montenegro
Czech
Sweden
Scotland
Estonia
Argentina
Brazil
USA
Canada
China
