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 |
 | 08.09.2021 |  | Costa Rica | | Jamaica |  | 1:1 (1:0) |
| San José |
CONCACAF Gold Cup 2021, Final tournament, Group C |
 | 20.07.2021 |  | Costa Rica | | Jamaica |  | 1:0 (0:0) |
| Orlando |
Friendly internationals 2019 |
 | 26.03.2019 |  | Costa Rica | | Jamaica |  | 1:0 (1:0) |
| San José |
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 |
 | 25.03.2016 |  | Jamaica | | Costa Rica |  | 1:1 (1:0) |
| Kingston |
CONCACAF Gold Cup 2015, Final tournament, Group B |
 | 08.07.2015 |  | Costa Rica | | Jamaica |  | 2:2 (2:1) |
| USA, Carson |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
 | 10.09.2013 |  | Jamaica | | Costa Rica |  | 1:1 (0:0) |
| Kingston |
World Cup 2014, Qualifying tournament, CONCACAF, Fourth Round |
 | 26.03.2013 |  | Costa Rica | | Jamaica |  | 2:0 (1:0) |
| San José |
Friendly internationals 2012 |
 | 21.03.2012 |  | Jamaica | | Costa Rica |  | 0:0 |
| Kingston |
Friendly internationals 2010 |
 | 17.11.2010 |  | Jamaica | | Costa Rica |  | 0:0 |
| USA, Fort Lauderdale |
Friendly internationals 2010 |
 | 05.09.2010 |  | Jamaica | | Costa Rica |  | 1:0 (0:0) |
| Kingston |
CONCACAF Gold Cup 2009, Final tournament, Group A |
 | 07.07.2009 |  | Jamaica | | Costa Rica |  | 0:1 (0:0) |
| Columbus |
Friendly internationals 2008 |
 | 06.02.2008 |  | Jamaica | | Costa Rica |  | 1:1 (0:0) |
| 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 |
 | 20.06.2001 |  | Costa Rica | | Jamaica |  | 2:1 (2:1) |
| Alajuela |
Friendly internationals 1999 |
 | 24.02.1999 |  | Costa Rica | | Jamaica |  | 9:0 (5:0) |
| San José |
Friendly internationals 1999 |
 | 10.02.1999 |  | Jamaica | | Costa Rica |  | 1:1 (0:1) |
| Kingston |
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 |
 | 11.05.1997 |  | Costa Rica | | Jamaica |  | 3:1 (1:0) |
| San José |
Friendly internationals 1996 |
 | 09.10.1996 |  | Costa Rica | | Jamaica |  | 0:0 |
| San José |
Friendly internationals 1996 |
 | 03.09.1996 |  | Jamaica | | Costa Rica |  | 2:0 |
| Kingston |
Friendly internationals 1995 |
 | 27.09.1995 |  | Jamaica | | Costa Rica |  | 2:0 (0:0) |
| Kingston |
CONCACAF Gold Cup 1993, Final tournament, 3rd place match |
 | 25.07.1993 |  | Costa Rica | | Jamaica |  | 1:1 aet (1:0, 1:1) |
| Mexico, Ciudad de México |
Friendly internationals 1993 |
 | 04.07.1993 |  | Jamaica | | Costa Rica |  | 1:1 |
| Kingston |
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 |
CONCACAF Championship 1969, Final tournament, Final Round |
 | 23.11.1969 |  | Costa Rica | | Jamaica |  | 3:0 (1:0) |
| San José |
World Cup 1966, Qualifying tournament, CONCACAF, Second round |
 | 22.05.1965 |  | Jamaica | | Costa Rica |  | 1:1 (1:1) |
| Kingston |
World Cup 1966, Qualifying tournament, CONCACAF, Second round |
 | 11.05.1965 |  | Costa Rica | | Jamaica |  | 7:0 (1:0) |
| San José |
CONCACAF Championship 1963, Final tournament, Group 2 |
 | 24.03.1963 |  | Costa Rica | | Jamaica |  | 6:0 (3:0) |
| Santa Ana |