| wednesday september 25 - 20:40 |  FC Point Fortin | 3-3 | 1 | League of Trinidad and Tobago [2] | DCB | | |
| tuesday september 24 - 16:24 | FC Port of Spain #4 | 3-0 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| monday september 23 - 18:34 | FC Scarborough | 1-3 | 3 | League of Trinidad and Tobago [2] | CB | |  |
| saturday september 21 - 20:17 | FC San Fernando #2 | 3-1 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| friday september 20 - 14:37 | FC Scarborough #3 | 3-2 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| thursday september 19 - 20:43 | FC San Fernando | 1-0 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| wednesday september 18 - 19:17 | FC Peñal #2 | 5-1 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| tuesday september 17 - 17:30 | FC Scarborough #4 | 0-0 | 1 | League of Trinidad and Tobago [2] | CB | | |
| monday september 16 - 20:32 | FC Arima #2 | 0-1 | 0 | League of Trinidad and Tobago [2] | CB | | |
| sunday september 15 - 01:16 | FC Point Fortin | 1-1 | 1 | League of Trinidad and Tobago [2] | DCB | | |
| saturday september 14 - 20:27 | FC Port of Spain #4 | 4-2 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| friday september 13 - 20:22 | FC Scarborough | 5-2 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| thursday september 12 - 13:47 | FC San Fernando #2 | 1-2 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| wednesday september 11 - 20:39 | FC Scarborough #3 | 5-1 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| tuesday september 10 - 17:43 | FC San Fernando | 2-1 | 0 | League of Trinidad and Tobago [2] | CB | | |
| monday september 9 - 20:42 | FC Peñal #2 | 3-2 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| sunday september 8 - 20:41 | FC Scarborough #4 | 2-0 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| thursday september 5 - 20:22 | FC Point Fortin | 2-3 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| wednesday september 4 - 16:27 | FC Port of Spain #4 | 1-0 | 0 | League of Trinidad and Tobago [2] | CB | | |
| tuesday september 3 - 18:17 | FC Scarborough | 2-4 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| sunday september 1 - 20:17 | FC San Fernando #2 | 1-2 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| saturday august 31 - 14:23 | FC Scarborough #3 | 1-1 | 1 | League of Trinidad and Tobago [2] | DCB | | |
| friday august 30 - 20:39 | FC San Fernando | 2-1 | 3 | League of Trinidad and Tobago [2] | DCB | | |
| thursday august 29 - 19:38 | FC Peñal #2 | 2-1 | 0 | League of Trinidad and Tobago [2] | DCB | | |
| wednesday august 28 - 17:15 | FC Scarborough #4 | 2-1 | 0 | League of Trinidad and Tobago [2] | DCB | | |
