Jamaica Premier League | |||
| 2019-03-20 20:30:00 | Arnett Gardens | 2 - 1 | Harbour View FC |
| 2019-03-20 20:30:00 | Portmore United | 2 - 0 | Dunbeholden FC |
| 2019-03-20 20:30:00 | Cavalier FC | 3 - 0 | Siti Worley Garden J |
| 2019-03-20 20:30:00 | Reynolds | - | Humble Lions |
| 2019-03-20 20:30:00 | Waterhouse FC | 2 - 1 | Montego Bay Utd |
| 2019-03-20 20:30:00 | University of West Indies FC | 0 - 1 | Mount Pleasant FA |
| 2019-03-20 20:30:00 | Reynolds | 0 - 3 | Humble Lions |