| Fotografía | Desde la temporada | a la temporada | Nombre |
|---|---|---|---|
| 1981/82 | 2000/01 | National Stadium |
| Fecha | Hora | Casa | Fuera | Fase | Edición | ||||
|---|---|---|---|---|---|---|---|---|---|
| 2024-04-28 | 02:10 | Defence Force |  | 2-0 |  | St. Ann´s Rangers | 1/8 | ||
| 2024-03-01 | 20:00 | Trinidad and Tobago |  | 0-1 |  | Jamaica | PA | ||
| 2023-11-21 | 01:00 | Trinidad and Tobago | | 2-1 |  | United States of America | CF | ||
| 2023-10-16 | 02:00 | Haiti |  | 2-3 | | Jamaica | Grp.B | ||
| 2023-10-14 | 03:00 | Trinidad and Tobago | | 3-2 |  | Guatemala | Grp.A |
