CONCACAF Gold Cup 2023, Final tournament, Quarterfinal |
 | 09.07.2023 |  | Guatemala | – | Jamaica |  | 0:1 (0:0) |
| Cincinnati |
CONCACAF Gold Cup 2023, Final tournament, Group A |
| 02.07.2023 | | Jamaica | – | Saint Kitts and Nevis |  | 5:0 (2:0) |
| Santa Clara |
CONCACAF Gold Cup 2023, Final tournament, Group A |
| 28.06.2023 | | Jamaica | – | Trinidad and Tobago |  | 4:1 (3:0) |
| Saint Louis |
CONCACAF Gold Cup 2021, Final tournament, Group C |
| 16.07.2021 |  | Guadeloupe | – | Jamaica | | 1:2 (1:1) |
| Orlando |
CONCACAF Gold Cup 2021, Final tournament, Group C |
| 12.07.2021 | | Jamaica | – | Suriname |  | 2:0 (2:0) |
| Orlando |
CONCACAF Gold Cup 2019, Final tournament, Quarterfinal |
| 30.06.2019 | | Jamaica | – | Panama |  | 1:0 (0:0) |
| Philadelphia |
CONCACAF Gold Cup 2019, Final tournament, Group C |
| 17.06.2019 | | Jamaica | – | Honduras |  | 3:2 (2:0) |
| Jamaica, Kingston |
CONCACAF Gold Cup 2017, Final tournament, Semifinal |
| 23.07.2017 |  | Mexico | – | Jamaica | | 0:1 (0:0) |
| Pasadena |
CONCACAF Gold Cup 2017, Final tournament, Quarterfinal |
| 20.07.2017 | | Jamaica | – | Canada |  | 2:1 (1:0) |
| Glendale |
CONCACAF Gold Cup 2017, Final tournament, Group C |
| 09.07.2017 |  | Curaçao | – | Jamaica | | 0:2 (0:0) |
| San Diego |
CONCACAF Gold Cup 2015, Final tournament, Semifinal |
| 22.07.2015 |  | USA | – | Jamaica | | 1:2 (0:2) |
| USA, Atlanta |
CONCACAF Gold Cup 2015, Final tournament, Quarterfinal |
| 18.07.2015 |  | Haiti | – | Jamaica | | 0:1 (0:1) |
| USA, Baltimore |
CONCACAF Gold Cup 2015, Final tournament, Group B |
| 14.07.2015 | | Jamaica | – | El Salvador |  | 1:0 (0:0) |
| Canada, Toronto |
CONCACAF Gold Cup 2015, Final tournament, Group B |
| 11.07.2015 | | Jamaica | – | Canada | | 1:0 (0:0) |
| USA, Houston |
CONCACAF Gold Cup 2011, Final tournament, Group B |
| 13.06.2011 | | Honduras | – | Jamaica | | 0:1 (0:1) |
| Harrison |
CONCACAF Gold Cup 2011, Final tournament, Group B |
| 10.06.2011 | | Jamaica | – | Guatemala | | 2:0 (0:0) |
| Miami |
CONCACAF Gold Cup 2011, Final tournament, Group B |
| 06.06.2011 | | Jamaica | – | Grenada |  | 4:0 (2:0) |
| Carson |
CONCACAF Gold Cup 2009, Final tournament, Group A |
| 10.07.2009 | | El Salvador | – | Jamaica | | 0:1 (0:0) |
| Miami |
CONCACAF Gold Cup 2005, Final tournament, Group C |
| 08.07.2005 | | Guatemala | – | Jamaica | | 3:4 (2:3) |
| Carson |
CONCACAF Gold Cup 2003, Final tournament, Group B |
| 15.07.2003 | | Guatemala | – | Jamaica | | 0:2 (0:1) |
| Miami |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, Final Round, Group A |
| 30.03.2003 | | Jamaica | – | Haiti | | 3:0 (1:0) |
| Kingston |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, Final Round, Group A |
| 26.03.2003 | | Jamaica | – | Saint Lucia |  | 5:0 (3:0) |
| Kingston |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, First Round, Group C |
| 13.11.2002 | | Grenada | – | Jamaica | | 1:4 (0:2) |
| Saint George's |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, First Round, Group C |
| 11.11.2002 | | Jamaica | – | Guadeloupe | | 2:0 (0:0) |
| Saint George's |
CONCACAF Gold Cup 1998, Final tournament, Group A |
| 09.02.1998 | | El Salvador | – | Jamaica | | 0:2 (0:1) |
| Los Angeles |
CONCACAF Gold Cup 1998, Final tournament, Group A |
| 08.02.1998 | | Guatemala | – | Jamaica | | 2:3 (0:1) |
| Los Angeles |
CONCACAF Gold Cup 1993, Final tournament, Group A |
| 14.07.1993 | | Jamaica | – | Honduras | | 3:1 (1:1) |
| Dallas |
CONCACAF Championship 1989, Qualifying tournament, First Round |
| 29.05.1988 |  | Puerto Rico | – | Jamaica | | 1:2 (0:1) |
| San Juan |
CONCACAF Championship 1989, Qualifying tournament, First Round |
| 12.05.1988 | | Jamaica | – | Puerto Rico | | 1:0 (1:0) |
| Kingston |
CONCACAF Championship 1969, Qualifying tournament, Qualifying round |
| 05.11.1969 | | Jamaica | – | Panama | | 2:1 |
| Kingston |
CONCACAF Championship 1967, Qualifying tournament, Group 1 |
| 14.01.1967 | | Jamaica | – | Cuba |  | 2:1 |
| Kingston |
