| 2. Round | 14/06/2004 | Dom. Republic | - | Trinidad & Tobago | 0:2 |  |
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| 2. Round | 20/06/2004 | Trinidad & Tobago | - | Dom. Republic | 4:0 | ||||
| Semi-finals Group C | 18/08/2004 | St. Vincent/Grenadines | - | Trinidad & Tobago | 0:2 | ||||
| Semi-finals Group C | 05/09/2004 | St. Kitts & Nevis | - | Trinidad & Tobago | 1:2 | ||||
| Semi-finals Group C | 08/09/2004 | Trinidad & Tobago | - | Mexico | 1:3 | ||||
| Semi-finals Group C | 10/10/2004 | Trinidad & Tobago | - | St. Kitts & Nevis | 5:1 | ||||
| Semi-finals Group C | 14/10/2004 | Mexico | - | Trinidad & Tobago | 3:0 | ||||
| Semi-finals Group C | 18/11/2004 | Trinidad & Tobago | - | St. Vincent/Grenadines | 2:1 | ||||
| Final round | 09/02/2005 | Trinidad & Tobago | - | USA | 1:2 | ||||
| Final round | 04/06/2005 | Trinidad & Tobago | - | Panama | 2:0 | ||||
| Final round | 09/06/2005 | Mexico | - | Trinidad & Tobago | 2:0 |  |
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| Final round | 18/08/2005 | USA | - | Trinidad & Tobago | 1:0 | ||||
| Final round | 03/09/2005 | Trinidad & Tobago | - | Guatemala | 3:2 | ||||
| Final round | 08/09/2005 | Costa Rica | - | Trinidad & Tobago | 2:0 | ||||
| Final round | 09/10/2005 | Panama | - | Trinidad & Tobago | 0:1 | ||||
| Final round | 13/10/2005 | Trinidad & Tobago | - | Mexico | 2:1 |
Trinidad & Tobago