series
| Sept. 9, 2006 | TRI1 | 2006 | 22 | Tobago United | 0 - 2 | United Petrotrin | 1 | |
| July 18, 2006 | TRI1 | 2006 | 13 | Tobago United | 0 - 2 | United Petrotrin | 1 | |
| April 22, 2006 | TRI1 | 2006 | 4 | Tobago United | 1 - 1 | United Petrotrin | 1 |
scoreboard
| CL | 2006 | qf | Club Libertad | 3 - 1 | River Plate | 1 | |
| TRI1 | 2006 | 13 | Defence Force | 1 - 1 | San Juan Jabloteh | 1 | |
| TRI1 | 2006 | 13 | Joe Public F.C. | 0 - 0 | St Ann's Rangers | 1 | |
| TRI1 | 2006 | 13 | Caledonia AIA | 2 - 2 | W Connection | 1 | |
| TRI1 | 2006 | 13 | NE Stars | 1 - 0 | Strikers | 1 |