| Time | Status | Match | FT | H1 | Stats |
| 07/01/2024 20:00 |
(FT) | Cavalier[7] Harbour View[11] |
? ? |
? ? |
MF | ME |
| 07/01/2024 20:00 |
(FT) | Montego Bay Utd[9] Lime Hall Academy[14] |
? ? |
? ? |
MF | ME |
| 07/01/2024 20:00 |
(FT) | Portmore United[2] Mount Pleasant[1] |
? ? |
? ? |
MF | ME |
| 07/01/2024 20:00 |
(FT) | Treasure Beach[13] Humble Lions[10] |
? ? |
? ? |
MF | ME |
| 07/01/2024 21:00 |
(FT) | Waterhouse[6] Tivoli Gardens[3] |
? ? |
? ? |
MF | ME |
| 08/01/2024 22:00 |
(FT) | Vere United[8] Molynes United[12] |
? ? |
? ? |
MF | ME |
| 09/01/2024 00:30 |
(FT) | Dunbeholden[6] Arnett Gardens[4] |
? ? |
? ? |
MF | ME |