| 21h00 |   Montego Bay United vs Arnett Gardens | 2 - 2 | Premier League
Phase : J6 | - |
| 23h00 |  Montego Bay United vs Mount Pleasant Academy | 2 - 3 | Premier League
Phase : Match pour la 3e place | Wespow Park |
| 3h00 |  Montego Bay United vs Cavalier | 0 - 1 | Premier League
Phase : Demi-finale | Wespow Park |
| 23h00 | Cavalier vs Montego Bay United | 0 - 1 | Premier League
Phase : Demi-finale | Stadium East |
| 21h30 | Mount Pleasant Academy vs Montego Bay United | 2 - 1 | Premier League
Phase : J39 | Complexe sportif Draxhall |
| 21h30 |  Harbour View vs Montego Bay United | 4 - 3 | Premier League
Phase : J37 | Stade Harbour View |
| 21h30 |  Portmore United vs Montego Bay United | 2 - 2 | Premier League
Phase : J32 | Complexe sportif Ferdi Neita |
| 21h30 | Montego Bay United vs Cavalier | 3 - 1 | Premier League
Phase : J31 | Wespow Park |
| 21h30 |  Montego Bay United vs Dunbeholden | 4 - 3 | Premier League
Phase : J28 | Wespow Park |
| 1h00 |  Waterhouse vs Montego Bay United | 0 - 4 | Premier League
Phase : J27 | Stade Waterhouse Mini |
| 1h30 | Waterhouse vs Montego Bay United | 1 - 0 | Premier League
Phase : J26 | Stade Waterhouse Mini |
