| 21h30 |  Spanish Town Police vs Portmore United | 0 - 1 | Premier League
Phase : J36 | Royal Lakes Complex |
| 22h00 |  Spanish Town Police vs Dunbeholden | 4 - 1 | Premier League
Phase : J32 | Royal Lakes Complex |
| 21h30 |  Spanish Town Police vs Mount Pleasant Academy | 1 - 0 | Premier League
Phase : J26 | Royal Lakes Complex |
| 0h00 |  Waterhouse vs Spanish Town Police | 5 - 1 | Premier League
Phase : J31 | Stade Waterhouse Mini |
| 1h00 |  Mount Pleasant Academy vs Spanish Town Police | 4 - 0 | Premier League
Phase : J30 | Complexe sportif Draxhall |
| 21h30 |  Harbour View vs Spanish Town Police | 3 - 0 | Premier League
Phase : J28 | Stade Harbour View |
| 1h30 |  Waterhouse vs Spanish Town Police | 3 - 0 | Premier League
Phase : J25 | Stade Waterhouse Mini |