| wednesday october 2 - 17:16 |  FC Scarborough #3 | 0-0 | 1 | League of Trinidad and Tobago [2] | S | | |
| tuesday october 1 - 17:25 | FC Scarborough #4 | 1-2 | 0 | League of Trinidad and Tobago [2] | S | | |
| monday september 30 - 19:45 | FC Peñal #2 | 1-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| sunday september 29 - 17:39 | FC Port of Spain #6 | 1-0 | 3 | League of Trinidad and Tobago [2] | S | | |
| saturday september 28 - 11:17 | FC Arima #2 | 1-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| friday september 27 - 17:35 | FC Point Fortin | 0-0 | 1 | League of Trinidad and Tobago [2] | S | | |
| thursday september 26 - 16:40 | FC Port of Spain #4 | 5-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| wednesday september 25 - 17:33 | FC Scarborough | 1-0 | 3 | League of Trinidad and Tobago [2] | S | | |
| tuesday september 24 - 13:32 | FC San Fernando #2 | 3-1 | 0 | League of Trinidad and Tobago [2] | S | | |
| monday september 23 - 14:34 | FC Scarborough #3 | 2-1 | 0 | League of Trinidad and Tobago [2] | S |  | |
| saturday september 21 - 17:43 | FC Scarborough #4 | 1-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| friday september 20 - 17:15 | FC Peñal #2 | 3-3 | 1 | League of Trinidad and Tobago [2] | S | | |
| thursday september 19 - 20:43 | FC Port of Spain #6 | 1-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| wednesday september 18 - 17:25 | FC Arima #2 | 1-1 | 1 | League of Trinidad and Tobago [2] | S | | |
| tuesday september 17 - 01:37 | FC Point Fortin | 0-0 | 1 | League of Trinidad and Tobago [2] | S | | |
| monday september 16 - 17:18 | FC Port of Spain #4 | 2-2 | 1 | League of Trinidad and Tobago [2] | S | | |
| sunday september 15 - 18:30 | FC Scarborough | 0-1 | 3 | League of Trinidad and Tobago [2] | S | | |
| saturday september 14 - 17:45 | FC San Fernando #2 | 1-0 | 3 | League of Trinidad and Tobago [2] | S | | |
| friday september 13 - 17:27 | FC Scarborough #3 | 1-1 | 1 | League of Trinidad and Tobago [2] | S | | |
| thursday september 12 - 17:30 | FC Scarborough #4 | 1-1 | 1 | League of Trinidad and Tobago [2] | S | | |
| wednesday september 11 - 19:23 | FC Peñal #2 | 6-1 | 0 | League of Trinidad and Tobago [2] | S | | |
| tuesday september 10 - 17:43 | FC Port of Spain #6 | 2-1 | 3 | League of Trinidad and Tobago [2] | S | | |
| monday september 9 - 11:38 | FC Arima #2 | 0-0 | 1 | League of Trinidad and Tobago [2] | S | | |
| saturday september 7 - 16:16 | FC Port of Spain #4 | 1-0 | 0 | League of Trinidad and Tobago [2] | S | | |
| thursday september 5 - 17:46 | FC Scarborough | 1-0 | 3 | League of Trinidad and Tobago [2] | S | | |
