World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
 | 10.06.2025 |  | Cuba | – | Bermuda |  | |
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World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 06.06.2025 |  | Antigua and Barbuda | – | Cuba | | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 11.06.2024 | | Cuba | – | Cayman Islands |  | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 06.06.2024 |  | Honduras | – | Cuba | | |
| |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 14.06.2015 | | Cuba | – | Curaçao |  | 1:1 (1:1) |
| La Habana |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 10.06.2015 | | Curaçao | – | Cuba | | 0:0 |
| Willemstad |
World Cup 2014, Qualifying tournament, CONCACAF, Third round, group C |
| 16.10.2012 | | Cuba | – | Panama |  | 1:1 (1:0) |
| La Habana |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 20.06.2004 |  | Costa Rica | – | Cuba | | 1:1 (1:1) |
| Alajuela |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 12.06.2004 | | Cuba | – | Costa Rica | | 2:2 (1:2) |
| La Habana |
World Cup 2002, Qualifying tournament, CONCACAF, Interzonal playoff |
| 11.06.2000 |  | Canada | – | Cuba | | 0:0 |
| Winnipeg |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 3 |
| 21.05.2000 |  | Barbados | – | Cuba | | 1:1 aet
(0:0, 1:1),
pen. 5:4 |
| Bridgetown |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 3 |
| 07.05.2000 | | Cuba | – | Barbados | | 1:1 (1:1) |
| La Habana |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 2 |
| 16.04.2000 |  | Suriname | – | Cuba | | 0:0 |
| Paramaribo |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 19.03.2000 | | Cayman Islands | – | Cuba | | 0:0 aet,
pen. 4:0 |
| George Town |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Third Round |
| 30.06.1996 |  | Haiti | – | Cuba | | 1:1 (1:0) |
| Cap-Haïtien |
World Cup 1966, Qualifying tournament, CONCACAF, First Round, Subgroup B |
| 20.01.1965 | | Cuba | – | Netherlands Antilles |  | 1:1 (0:0) |
| Jamaica, Kingston |
World Cup 1938, Final tournament, 1/8 finals |
| 05.06.1938 | | Cuba | – | Romania |  | 3:3 aet
(1:1, 2:2) |
| Toulouse |
World Cup 1934, Qualifying tournament, Group 11, Round 1 |
| 01.02.1934 | | Haiti | – | Cuba | | 1:1 (0:0) |
| Port-au-Prince Parc Leconte |
