Head to Head
| CONCACAF Nations League | 2024/10/10 20:00 | Cuba v Trinidad & Tobago | D | 2-2 |
| CONCACAF Gold Cup | 2015/07/12 22:30 | Trinidad & Tobago v Cuba | W | 2-0 |
Home History
| CONCACAF Nations League | 2024/10/10 20:00 | Cuba v Trinidad & Tobago | D | 2-2 |
| CONCACAF Nations League | 2024/09/10 23:00 | Trinidad & Tobago v French Guiana | D | 0-0 |
| CONCACAF Nations League | 2024/09/07 02:00 | Honduras v Trinidad & Tobago | L | 4-0 |
| North & Central America - World Cup Qualifying | 2024/06/08 21:30 | Bahamas v Trinidad & Tobago | W | 1-7 |
| North & Central America - World Cup Qualifying | 2024/06/05 23:30 | Trinidad & Tobago v Grenada | D | 2-2 |
| African Nations C'ship Qualifying | 2024/05/15 23:00 | Trinidad & Tobago v Guyana | W | 2-0 |
| African Nations C'ship Qualifying | 2024/05/13 23:00 | Trinidad & Tobago v Guyana | W | 2-1 |
| CONCACAF Nations League | 2024/03/23 20:00 | Canada v Trinidad & Tobago | L | 2-0 |
Away History
| CONCACAF Nations League | 2024/10/10 20:00 | Cuba v Trinidad & Tobago | D | 2-2 |
| CONCACAF Nations League | 2024/09/10 20:00 | Cuba v Nicaragua | D | 1-1 |
| CONCACAF Nations League | 2024/09/07 00:00 | Jamaica v Cuba | D | 0-0 |
| North & Central America - World Cup Qualifying | 2024/06/07 00:30 | Honduras v Cuba | L | 3-1 |
| International Match | 2024/03/27 01:00 | Nicaragua v Cuba | W | 0-1 |
| International Match | 2023/11/20 16:30 | Russia v Cuba | L | 8-0 |
| CONCACAF Nations League | 2023/10/16 00:00 | Honduras v Cuba | L | 4-0 |
| CONCACAF Nations League | 2023/10/13 01:00 | Cuba v Honduras | D | 0-0 |