| Friendlies | 25/08/17 | Trinidad & Tobago | - | Jamaica | 1:2 |  |
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| Friendlies | 11/03/23 | Jamaica | - | Trinidad & Tobago | 0:1 | |
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| Friendlies | 15/03/23 | Jamaica | - | Trinidad & Tobago | 0:0 | ||||
| Gold Cup | 29/06/23 | Jamaica | - | Trinidad & Tobago | 4:1 | |
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| Friendlies | 01/03/24 | Trinidad & Tobago | - | Jamaica | 0:1 | ||||
| Friendlies | 03/03/24 | Trinidad & Tobago | - | Jamaica | 0:0 | |
Trinidad & Tobago