World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group E |
 | 09.06.2024 |  | Dominica | – | Jamaica |  | 2:3 (0:2) |
| Roseau |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group E |
| 06.06.2024 | | Jamaica | – | Dominican Republic |  | 1:0 (1:0) |
| Kingston |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 30.03.2022 | | Jamaica | – | Honduras |  | 2:1 (2:1) |
| Kingston |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 13.10.2021 | | Honduras | – | Jamaica | | 0:2 (0:1) |
| San Pedro Sula |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group B |
| 17.11.2015 |  | Haiti | – | Jamaica | | 0:1 (0:0) |
| Port-au-Prince |
World Cup 2018, Qualifying tournament, CONCACAF, Third round |
| 08.09.2015 |  | Nicaragua | – | Jamaica | | 0:2 (0:1) |
| Managua |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group A |
| 16.10.2012 | | Jamaica | – | Antigua and Barbuda |  | 4:1 (2:0) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group A |
| 07.09.2012 | | Jamaica | – | United States |  | 2:1 (1:1) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group A |
| 08.06.2012 | | Jamaica | – | Guatemala |  | 2:1 (1:0) |
| Kingston |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 2 |
| 19.11.2008 | | Jamaica | – | Canada |  | 3:0 (1:0) |
| Kingston |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 2 |
| 15.10.2008 | | Jamaica | – | Honduras | | 1:0 (1:0) |
| Kingston |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 2 |
| 11.10.2008 | | Jamaica | – | Mexico |  | 1:0 (1:0) |
| Kingston |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 18.06.2008 |  | Bahamas | – | Jamaica | | 0:6 (0:5) |
| Jamaica, Trelawny |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 15.06.2008 | | Jamaica | – | Bahamas | | 7:0 (3:0) |
| Kingston |
World Cup 2006, Qualifying tournament, CONCACAF, Third round, group A |
| 08.09.2004 |  | El Salvador | – | Jamaica | | 0:3 (0:3) |
| San Salvador |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 20.06.2004 | | Jamaica | – | Haiti | | 3:0 (3:0) |
| Kingston |
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 |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 03.09.2000 | | Jamaica | – | Saint Vincent and Grenadines |  | 2:0 (1:0) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 16.08.2000 | | Jamaica | – | El Salvador | | 1:0 (1:0) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 23.07.2000 | | Jamaica | – | Honduras | | 3:1 (1:1) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 16.07.2000 | | Saint Vincent and Grenadines | – | Jamaica | | 0:1 (0:1) |
| Kingstown |
World Cup 1998, Final tournament, Group H |
| 26.06.1998 |  | Japan | – | Jamaica | | 1:2 (0:1) |
| Lyon |
World Cup 1998, Qualifying tournament, CONCACAF, Final Round |
| 14.09.1997 | | Jamaica | – | Costa Rica |  | 1:0 (0:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Final Round |
| 07.09.1997 | | Jamaica | – | Canada | | 1:0 (0:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Final Round |
| 18.05.1997 | | Jamaica | – | El Salvador | | 1:0 (1:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 17.11.1996 | | Jamaica | – | Mexico | | 1:0 (0:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 10.11.1996 | | Jamaica | – | Saint Vincent and Grenadines | | 5:0 (2:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 23.09.1996 | | Saint Vincent and Grenadines | – | Jamaica | | 1:2 (0:2) |
| Kingstown |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 15.09.1996 | | Jamaica | – | Honduras | | 3:0 (2:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Third Round |
| 30.06.1996 | | Jamaica | – | Barbados |  | 2:0 (1:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Third Round |
| 23.06.1996 | | Barbados | – | Jamaica | | 0:1 (0:0) |
| Bridgetown |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 21.04.1996 | | Jamaica | – | Suriname |  | 1:0 (0:0) |
| Kingston |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 31.03.1996 | | Suriname | – | Jamaica | | 0:1 (0:0) |
| Paramaribo |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 08.11.1992 | | Jamaica | – | Bermuda |  | 3:2 (2:0) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 05.07.1992 | | Trinidad and Tobago | – | Jamaica | | 1:2 (0:0) |
| Port of Spain |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 30.05.1992 |  | Puerto Rico | – | Jamaica | | 0:1 (0:1) |
| San Juan |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 23.05.1992 | | Jamaica | – | Puerto Rico | | 2:1 (0:1) |
| Kingston |
World Cup 1966, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 23.01.1965 | | Jamaica | – | Netherlands Antilles |  | 2:0 (1:0) |
| Kingston |
World Cup 1966, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 16.01.1965 | | Jamaica | – | Cuba |  | 2:0 (1:0) |
| Kingston |
