World Cup 2022, Qualifying tournament, CONCACAF, Third round |
 | 27.03.2022 |  | Canada | – | Jamaica |  | 4:0 (2:0) |
| Toronto |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 02.02.2022 | | Jamaica | – | Costa Rica |  | 0:1 (0:0) |
| Kingston |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 30.01.2022 |  | Panama | – | Jamaica | | 3:2 (1:1) |
| Ciudad de Panamá |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 27.01.2022 | | Jamaica | – | Mexico |  | 1:2 (0:0) |
| Kingston |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 07.10.2021 |  | USA | – | Jamaica | | 2:0 (0:0) |
| Austin |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 05.09.2021 | | Jamaica | – | Panama | | 0:3 (0:2) |
| Kingston |
World Cup 2022, Qualifying tournament, CONCACAF, Third round |
| 02.09.2021 | | Mexico | – | Jamaica | | 2:1 (0:0) * |
| Ciudad de México |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group B |
| 06.09.2016 | | Jamaica | – | Haiti |  | 0:2 (0:0) |
| Kingston |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group B |
| 02.09.2016 | | Panama | – | Jamaica | | 2:0 (1:0) |
| Ciudad de Panamá |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group B |
| 29.03.2016 | | Costa Rica | – | Jamaica | | 3:0 (2:0) |
| San José |
World Cup 2018, Qualifying tournament, CONCACAF, Fourth Round, Group B |
| 13.11.2015 | | Jamaica | – | Panama | | 0:2 (0:1) |
| Kingston |
World Cup 2018, Qualifying tournament, CONCACAF, Third round |
| 04.09.2015 | | Jamaica | – | Nicaragua |  | 2:3 (0:2) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
| 11.10.2013 | | USA | – | Jamaica | | 2:0 (0:0) |
| Kansas City |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
| 11.06.2013 |  | Honduras | – | Jamaica | | 2:0 (1:0) |
| Tegucigalpa |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
| 07.06.2013 | | Jamaica | – | USA | | 1:2 (0:1) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
| 04.06.2013 | | Jamaica | – | Mexico | | 0:1 (0:0) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
| 26.03.2013 | | Costa Rica | – | Jamaica | | 2:0 (1:0) |
| San José |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group A |
| 12.10.2012 |  | Guatemala | – | Jamaica | | 2:1 (1:0) |
| Ciudad de Guatemala |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group A |
| 11.09.2012 | | United States | – | Jamaica | | 1:0 (0:0) |
| Columbus |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 2 |
| 10.09.2008 | | Honduras | – | Jamaica | | 2:0 (0:0) |
| San Pedro Sula |
World Cup 2010, Qualifying tournament, CONCACAF, Third round, group 2 |
| 06.09.2008 | | Mexico | – | Jamaica | | 3:0 (2:0) |
| Ciudad de México |
World Cup 2006, Qualifying tournament, CONCACAF, Third round, group A |
| 04.09.2004 | | Jamaica | – | Panama | | 1:2 (0:1) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 11.11.2001 | | Jamaica | – | Costa Rica | | 0:1 (0:1) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 07.10.2001 | | USA | – | Jamaica | | 2:1 (1:1) |
| Foxborough |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 05.09.2001 | | Honduras | – | Jamaica | | 1:0 (0:0) |
| Tegucigalpa |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 02.09.2001 | | Jamaica | – | Mexico | | 1:2 (1:0) |
| Kingston |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 20.06.2001 | | Costa Rica | – | Jamaica | | 2:1 (2:1) |
| Alajuela |
World Cup 2002, Qualifying tournament, CONCACAF, Final Round |
| 25.03.2001 | | Mexico | – | Jamaica | | 4:0 (2:0) |
| Ciudad de México |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 15.11.2000 |  | El Salvador | – | Jamaica | | 2:0 (2:0) |
| San Salvador |
World Cup 2002, Qualifying tournament, CONCACAF, Semifinal round, group 2 |
| 08.10.2000 | | Honduras | – | Jamaica | | 1:0 (1:0) |
| Tegucigalpa |
World Cup 1998, Final tournament, Group H |
| 21.06.1998 |  | Argentina | – | Jamaica | | 5:0 (1:0) |
| Paris |
World Cup 1998, Final tournament, Group H |
| 14.06.1998 | | Jamaica | – | Croatia |  | 1:3 (1:1) |
| Lens |
World Cup 1998, Qualifying tournament, CONCACAF, Final Round |
| 11.05.1997 | | Costa Rica | – | Jamaica | | 3:1 (1:0) |
| San José |
World Cup 1998, Qualifying tournament, CONCACAF, Final Round |
| 13.04.1997 | | Mexico | – | Jamaica | | 6:0 (3:0) |
| Ciudad de México |
World Cup 1998, Qualifying tournament, CONCACAF, Semifinal round, group 3 |
| 16.10.1996 | | Mexico | – | Jamaica | | 2:1 (1:0) |
| Ciudad de México |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 06.12.1992 | | El Salvador | – | Jamaica | | 2:1 (1:1) |
| San Salvador |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 22.11.1992 | | Jamaica | – | El Salvador | | 0:2 (0:1) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 01.11.1992 | | Canada | – | Jamaica | | 1:0 (0:0) |
| Toronto |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup C |
| 08.12.1968 | | Honduras | – | Jamaica | | 2:0 (1:0) |
| Tegucigalpa |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup C |
| 05.12.1968 | | Honduras | – | Jamaica | | 3:1 (2:0) |
| Tegucigalpa |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup C |
| 01.12.1968 | | Costa Rica | – | Jamaica | | 3:1 (2:1) |
| San José |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup C |
| 27.11.1968 | | Costa Rica | – | Jamaica | | 3:0 (0:0) |
| San José |
World Cup 1966, Qualifying tournament, CONCACAF, Second round |
| 11.05.1965 | | Costa Rica | – | Jamaica | | 7:0 (1:0) |
| San José |
World Cup 1966, Qualifying tournament, CONCACAF, Second round |
| 07.05.1965 | | Mexico | – | Jamaica | | 8:0 (4:0) |
| Ciudad de México |
World Cup 1966, Qualifying tournament, CONCACAF, Second round |
| 03.05.1965 | | Jamaica | – | Mexico | | 2:3 (2:1) |
| Kingston |
World Cup 1966, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 08.02.1965 |  | Cuba | – | Jamaica | | 2:1 (2:1) |
| La Habana |
