CONCACAF Nations League 2023/24, League A, Group A |
 | 13.10.2023 |  | Trinidad and Tobago | – | Guatemala |  | 3:2 (1:2) |
| Port of Spain |
Friendly internationals 2023 |
| 11.06.2023 | | Guatemala | – | Trinidad and Tobago | | 0:1 (0:0) |
| USA, Chester |
CONCACAF Gold Cup 2021, Final tournament, Group A |
| 18.07.2021 | | Guatemala | – | Trinidad and Tobago | | 1:1 (0:1) |
| Frisco |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group C |
| 02.09.2016 | | Trinidad and Tobago | – | Guatemala | | 2:2 (1:1) |
| Port of Spain |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group C |
| 13.11.2015 | | Guatemala | – | Trinidad and Tobago | | 1:2 (0:0) |
| Ciudad de Guatemala |
CONCACAF Gold Cup 2015, Final tournament, Group C |
| 09.07.2015 | | Trinidad and Tobago | – | Guatemala | | 3:1 (3:0) |
| USA, Chicago |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 1 |
| 11.10.2008 | | Guatemala | – | Trinidad and Tobago | | 0:0 |
| Ciudad de Guatemala |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 1 |
| 06.09.2008 | | Trinidad and Tobago | – | Guatemala | | 1:1 (0:0) |
| Port of Spain |
CONCACAF Gold Cup 2007, Final tournament, Group B |
| 12.06.2007 | | Trinidad and Tobago | – | Guatemala | | 1:1 (0:0) |
| Foxborough |
World Cup 2006, Qualifying tournament, CONCACAF, Final Round |
| 03.09.2005 | | Trinidad and Tobago | – | Guatemala | | 3:2 (0:1) |
| Port of Spain |
World Cup 2006, Qualifying tournament, CONCACAF, Final Round |
| 26.03.2005 | | Guatemala | – | Trinidad and Tobago | | 5:1 (3:1) |
| Ciudad de Guatemala |
Friendly internationals 2004 |
| 11.08.2004 | | Guatemala | – | Trinidad and Tobago | | 4:1 (0:0) |
| |
Friendly internationals 2001 |
| 24.03.2001 | | Trinidad and Tobago | – | Guatemala | | 3:1 (0:1) |
| |
CONCACAF Gold Cup 2000, Final tournament, Group C |
| 15.02.2000 | | Trinidad and Tobago | – | Guatemala | | 4:2 (2:1) |
| Los Angeles |
Friendly internationals 1998 |
| 23.01.1998 | | Guatemala | – | Trinidad and Tobago | | 3:1 (2:0) |
| |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 1 |
| 08.12.1996 | | Guatemala | – | Trinidad and Tobago | | 2:1 (1:1) |
| USA, Los Angeles |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 1 |
| 06.10.1996 | | Trinidad and Tobago | – | Guatemala | | 1:1 (1:1) |
| Port of Spain |
CONCACAF Gold Cup 1991, Final tournament, Group B |
| 03.07.1991 | | Trinidad and Tobago | – | Guatemala | | 0:1 (0:0) |
| Los Angeles |
CONCACAF Championship 1989, Final tournament, Final Round |
| 03.09.1989 | | Trinidad and Tobago | – | Guatemala | | 2:1 (1:1) |
| Port of Spain |
CONCACAF Championship 1989, Final tournament, Final Round |
| 20.08.1989 | | Guatemala | – | Trinidad and Tobago | | 0:1 (0:0) |
| Ciudad de Guatemala |
Friendly internationals 1988 |
| 05.10.1988 | | Trinidad and Tobago | – | Guatemala | | 2:2 |
| |
CONCACAF Championship 1973, Final tournament, Final Round |
| 10.12.1973 | | Trinidad and Tobago | – | Guatemala | | 1:0 (1:0) |
| Port-au-Prince |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 20.11.1968 | | Guatemala | – | Trinidad and Tobago | | 0:0 |
| Ciudad de Guatemala |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 17.11.1968 | | Guatemala | – | Trinidad and Tobago | | 4:0 (1:0) |
| Ciudad de Guatemala |
CONCACAF Championship 1969, Final tournament, Final Round |
| 27.11.1969 | | Guatemala | – | Trinidad and Tobago | | 2:0 (1:0) |
| San José |
CONCACAF Championship 1967, Final tournament, Final Round |
| 14.03.1967 | | Guatemala | – | Trinidad and Tobago | | 2:0 (1:0) |
| Tegucigalpa |
