| 2h00 |  Arnett Gardens vs Portmore United | 1 - 1 | Premier League
Phase : J4 | Complexe sportif Anthony Spaulding |
| 2h00 |  Arnett Gardens vs Dunbeholden | 3 - 0 | Premier League
Phase : J2 | Complexe sportif Anthony Spaulding |
| 2h00 |  Racing United vs Arnett Gardens | 3 - 2 | Premier League
Phase : J1 | Complexe sportif Anthony Spaulding |
| 23h00 |  Racing United vs Portmore United | 3 - 3 | Premier League
Phase : Quart de finale | Complexe sportif Anthony Spaulding |
| 21h30 |  Chapelton vs Arnett Gardens | 2 - 7 | Premier League
Phase : J39 | Complexe sportif Anthony Spaulding |
| 21h30 |  Arnett Gardens vs Spanish Town Police | 6 - 0 | Premier League
Phase : J38 | Complexe sportif Anthony Spaulding |
| 21h30 |  Racing United vs Portmore United | 1 - 1 | Premier League
Phase : J38 | Complexe sportif Anthony Spaulding |
| 1h00 |  Arnett Gardens vs Cavalier | 2 - 1 | Premier League
Phase : J36 | Complexe sportif Anthony Spaulding |
| 21h30 |  Chapelton vs Portmore United | 0 - 2 | Premier League
Phase : J35 | Complexe sportif Anthony Spaulding |
| 1h00 |  Arnett Gardens vs Montego Bay United | 1 - 0 | Premier League
Phase : J34 | Complexe sportif Anthony Spaulding |
| 21h30 |  Racing United vs Dunbeholden | 0 - 0 | Premier League
Phase : J34 | Complexe sportif Anthony Spaulding |
| 21h30 |  Arnett Gardens vs Dunbeholden | 1 - 2 | Premier League
Phase : J33 | Complexe sportif Anthony Spaulding |