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 |