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| Home Team | Away Team | Stage | Location |
| 3:30 PM | St. Augustine |
vs
| Toco Composite | East Zone - Round 1 | Larry Gomes Stadium |
| 6:00 PM | San Juan Senior |
vs
| El Dorado | East Zone - Round 1 | Larry Gomes Stadium |
| 3:30 PM | Mucurapo Senior |
vs
| St. Anthonys | North Zone - Round 1 | Hasley Crawford Stadium |
| 5:30 PM | Malick Senior |
vs
| Fatima College | North Zone - Round 1 | Hasley Crawford Stadium |
| 3:30 PM | Vessigny |
vs
| Princes Town | South Zone - Round 1 | Manny Ramjohn Stadium |
| 5:30 PM | Naparima |
vs
| Pres Sando | South Zone - Round 1 | Manny Ramjohn Stadium |
| 3:30 PM | Hillview |
vs
| Arima | East Zone - Round 1 | Marvin Lee Stadium |
| 3:30 PM | Trinity College |
vs
| QRC | North Zone - Round 1 | Moka |
| 3:30 PM | Moruga Comp |
vs
| St. Benedicts | South Zone - Round 1 | Moruga |
| 3:30 PM | Toco Composite |
vs
| San Juan Senior | East Zone - Round 1 | Toco Composite Grounds |
| 3:30 PM | St. Augustine |
vs
| Arima | East Zone - Round 1 | St. Augustine Grounds |
| 3:30 PM | St. Anthonys |
vs
| Fatima College | North Zone - Round 1 | St. Anthonys Grounds |
| 3:30 PM | Mucurapo Senior |
vs
| Malick Senior | North Zone - Round 1 | Fatima Grounds |
| 3:30 PM | Trinity College |
vs
| Diego Martin | North Zone - Round 1 | Moka |
| 3:30 PM | Princes Town |
vs
| Naparima | South Zone - Round 1 | Princes Town |
| 3:30 PM | Vessigny |
vs
| Siparia Sec. | South Zone - Round 1 | Vessigny |
| 3:30 PM | St. Benedicts |
vs
| Pres Sando | South Zone - Round 1 | Manny Ramjohn Stadium |
| 3:30 PM | Marabella Jr |
vs
| Pres Chag | Central Zone - Round 1 | Ato Boldon Stadium |
| 3:30 PM | Tabaquite |
vs
| Carapichaima | Central Zone - Round 1 | Tabaquite |
| 3:30 PM | Chaguanas |
vs
| Waterloo High | Central Zone - Round 1 | Chaguanas |
| 3:30 PM | Bishops |
vs
| Scarborough Sec | Tobago - Round 1 | Shaw Park |
| 3:30 PM | Mason Hall Sec |
vs
| Signal Hill | Tobago - Round 1 | Shaw Park |
| 3:30 PM | San Juan Senior |
vs
| St. Augustine | East Zone - Round 1 | San Juan Grounds |
| 3:30 PM | El Dorado |
vs
| Hillview | East Zone - Round 1 | El Dorado Grounds |
| 3:30 PM | Fatima College |
vs
| Mucurapo Senior | North Zone - Round 1 | Fatima Grounds |
| 3:30 PM | QRC |
vs
| St. Anthonys | North Zone - Round 1 | QRC Grounds |
| 3:30 PM | Malick Senior |
vs
| Diego Martin | North Zone - Round 1 | Hasley Crawford Stadium |
| 3:30 PM | Siparia Sec. |
vs
| Princes Town | South Zone - Round 1 | Siparia |
| 3:30 PM | St. Benedicts |
vs
| Naparima | South Zone - Round 1 | Manny Ramjohn Stadium |
| 5:30 PM | Pres Sando |
vs
| Moruga Comp | South Zone - Round 1 | Manny Ramjohn Stadium |
| 3:30 PM | Pres Chag |
vs
| Tabaquite | Central Zone - Round 1 | Presentation Chaguanas |
| 3:30 PM | Chaguanas |
vs
| Carapichaima | Central Zone - Round 1 | Chaguanas |
| 3:30 PM | Waterloo High |
vs
| Marabella Jr | Central Zone - Round 1 | Waterloo High |
| 3:30 PM | Scarborough Sec |
vs
| Mason Hall Sec | Tobago - Round 1 | Shaw Park |
| 3:30 PM | Hillview |
vs
| Toco Composite | East Zone - Round 1 | Marvin Lee Stadium |
| 3:30 PM | Arima |
vs
| El Dorado | East Zone - Round 1 | Arima Comprehensive Grounds |
| 3:30 PM | Trinity College |
vs
| St. Anthonys | North Zone - Round 1 | Moka |
| 3:30 PM | Diego Martin |
vs
| Fatima College | North Zone - Round 1 | Diego Martin Grounds |
| 3:30 PM | Malick Senior |
vs
| QRC | North Zone - Round 1 | Hasley Crawford Stadium |
| 3:30 PM | St. Benedicts |
vs
| Vessigny | South Zone - Round 1 | St. Benedicts Grounds |
| 3:30 PM | Moruga Comp |
vs
| Naparima | South Zone - Round 1 | Moruga |
| 3:30 PM | Siparia Sec. |
vs
| Pres Sando | South Zone - Round 1 | Siparia |
| 3:30 PM | Pres Chag |
vs
| Chaguanas | Central Zone - Round 1 | Presentation Chaguanas |
| 3:30 PM | Tabaquite |
vs
| Marabella Jr | Central Zone - Round 1 | Tabaquite |
| 3:30 PM | Carapichaima |
vs
| Waterloo High | Central Zone - Round 1 | Carapichaima |
| 3:30 PM | Scarborough Sec |
vs
| SpeySide | Tobago - Round 1 | Shaw Park |
| 3:30 PM | Mason Hall Sec |
vs
| Bishops | Tobago - Round 1 | Dwight Yorke Tr |
| 3:30 PM | Toco Composite |
vs
| Arima | East Zone - Round 1 | Toco Composite Grounds |
| 3:30 PM | St. Augustine |
vs
| Hillview | East Zone - Round 1 | St. Augustine Grounds |
| 3:30 PM | St. Anthonys |
vs
| Malick Senior | North Zone - Round 1 | St. Anthonys Grounds |
| 3:30 PM | QRC |
vs
| Diego Martin | North Zone - Round 1 | QRC Grounds |
| 3:30 PM | Mucurapo Senior |
vs
| Trinity College | North Zone - Round 1 | Fatima Grounds |
| 3:30 PM | Princes Town |
vs
| St. Benedicts | South Zone - Round 1 | Princes Town |
| 3:30 PM | Naparima |
vs
| Vessigny | South Zone - Round 1 | Manny Ramjohn Stadium |
| 3:30 PM | Siparia Sec. |
vs
| Moruga Comp | South Zone - Round 1 | Siparia |
| | | | | | |