CONCACAF Nations League 2023/24, League A, Group B |
 | 08.09.2023 |  | Haiti | – | Cuba |  | 0:0 |
| Dominican Republic, San Cristóbal |
CONCACAF Nations League 2019/20, Qualifying tournament, Qualifying tournament |
| 24.03.2019 | | Haiti | – | Cuba | | 2:1 (1:0) |
| Port-au-Prince |
Caribbean Championship 2014, Final tournament, 3rd place match |
| 18.11.2014 | | Cuba | – | Haiti | | 1:2 (0:0) |
| Montego Bay |
Caribbean Championship 2012, Final tournament, Semifinal |
| 14.12.2012 | | Haiti | – | Cuba | | 0:1 (0:1) |
| St. John's |
Caribbean Championship 2008, Final tournament, Group B |
| 08.12.2008 | | Cuba | – | Haiti | | 0:1 (0:1) |
| Montego Bay |
Caribbean Cup 2007, Qualifying tournament, Second round, group I |
| 08.11.2006 | | Cuba | – | Haiti | | 2:1 (1:0) |
| Fort-de-France |
Friendly internationals 2006 |
| 19.10.2006 | | Haiti | – | Cuba | | 0:1 (0:1) |
| Cap-Haïtien |
Friendly internationals 2006 |
| 17.10.2006 | | Haiti | – | Cuba | | 0:0 |
| Port-au-Prince |
Caribbean Cup 2005, Qualifying tournament, Third round |
| 16.01.2005 | | Cuba | – | Haiti | | 1:1 aet
(0:0, 0:1) |
| La Habana |
Caribbean Cup 2005, Qualifying tournament, Third round |
| 09.01.2005 | | Haiti | – | Cuba | | 0:1 (0:0) |
| Port-au-Prince |
Caribbean Cup 2001, Final tournament, Group 2 |
| 20.05.2001 | | Cuba | – | Haiti | | 0:0 |
| Malabar |
Friendly internationals 2000 |
| 29.05.2000 | | Cuba | – | Haiti | | 1:1 (0:0) |
| |
Friendly internationals 2000 |
| 27.05.2000 | | Cuba | – | Haiti | | 0:1 |
| |
CONCACAF Gold Cup 2000, Qualifying tournament, Playoff group |
| 08.10.1999 | | Cuba | – | Haiti | | 0:1 (0:0) |
| Los Angeles |
Caribbean Cup 1999, Final tournament, Group B |
| 04.06.1999 | | Cuba | – | Haiti | | 3:1 (2:1) |
| Macoya |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Third Round |
| 30.06.1996 | | Haiti | – | Cuba | | 1:1 (1:0) |
| Cap-Haïtien |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Third Round |
| 10.06.1996 | | Cuba | – | Haiti | | 6:1 (2:0) |
| Trinidad and Tobago, Port of Spain |
Friendly internationals 1997 |
| 20.10.1997 | | Haiti | – | Cuba | | 2:2 aet
(0:0, 2:2),
pen. 4:1 |
| |
Caribbean Cup 1996, Final tournament, Group B |
| 29.05.1996 | | Haiti | – | Cuba | | 0:0 |
| Arima |
CONCACAF Championship 1981, Final tournament, Final Round |
| 15.11.1981 | | Haiti | – | Cuba | | 0:2 (0:0) |
| Tegucigalpa |
Olympic Games 1980, Qualifying tournament, CONCACAF, Second round |
| | | Cuba | – | Haiti | | 0:1 |
| |
Olympic Games 1980, Qualifying tournament, CONCACAF, Second round |
| | | Haiti | – | Cuba | | 0:0 |
| |
CONCACAF Championship 1977, Qualifying tournament, Caribbean Zone, Subgroup B, Round 2 |
| 29.12.1976 | | Cuba | – | Haiti | | 0:2 (0:0) * |
| Panama, Ciudad de Panamá |
CONCACAF Championship 1977, Qualifying tournament, Caribbean Zone, Subgroup B, Round 2 |
| 11.12.1976 | | Haiti | – | Cuba | | 1:1 (0:0) |
| Port-au-Prince |
CONCACAF Championship 1977, Qualifying tournament, Caribbean Zone, Subgroup B, Round 2 |
| 28.11.1976 | | Cuba | – | Haiti | | 1:1 (1:0) |
| La Habana |
CONCACAF Championship 1971, Final tournament, Final Round |
| 30.11.1971 | | Haiti | – | Cuba | | 0:0 |
| Port of Spain |
CONCACAF Championship 1967, Qualifying tournament, Group 1 |
| 18.01.1967 | | Haiti | – | Cuba | | 1:1 |
| Kingston |
CCCF Championship 1961, Group 1 |
| 02.03.1961 | | Haiti | – | Cuba | | 2:1 |
| San José |
CCCF Championship 1957, Final Round |
| 25.08.1957 | | Haiti | – | Cuba | | 6:1 |
| Willemstad |
World Cup 1934, Qualifying tournament, Group 11, Round 1 |
| 04.02.1934 | | Haiti | – | Cuba | | 0:6 |
| Port-au-Prince Parc Leconte |
World Cup 1934, Qualifying tournament, Group 11, Round 1 |
| 01.02.1934 | | Haiti | – | Cuba | | 1:1 (0:0) |
| Port-au-Prince Parc Leconte |
World Cup 1934, Qualifying tournament, Group 11, Round 1 |
| 28.01.1934 | | Haiti | – | Cuba | | 1:3 (0:1) |
| Port-au-Prince Parc Leconte |
