| Time | Status | Match | FT | H1 | Stats |
| 13/09/2026 21:00 |
(FT) | Humble Lions[13] Tivoli Gardens[11] |
3 0 |
2 0 |
MF | ME |
| 13/09/2026 21:30 |
(FT) | Portmore United[3] Waterhouse[4] |
? ? |
? ? |
MF | ME |
| 13/09/2026 21:30 |
(FT) | Dunbeholden[9] Cavalier[5] |
1 2 |
1 1 |
MF | ME |
| 13/09/2026 21:30 |
(FT) | Tivoli Gardens[11] Humble Lions[13] |
3 0 |
2 0 |
MF | ME |
| 14/09/2026 23:00 |
(FT) | Molynes United[12] Treasure Beach[10] |
3 2 |
1 2 |
MF | ME |
| 15/09/2026 02:00 |
(FT) | Racing United[6] Arnett Gardens[7] |
3 2 |
2 1 |
MF | ME |