| 11.12.26 20:00 | Mount Pleasant Academy - : - Portmore United | H2H |
| 11.16.26 20:00 | Molynes United - : - Portmore United |
| 11.24.26 01:00 | Portmore United - : - Racing United |
| 11.26.26 20:00 | Cavalier FC - : - Portmore United |
| 11.30.26 20:30 | Tivoli Gardens FC - : - Portmore United |
| 12.04.26 01:00 | Portmore United - : - Dunbeholden FC |
| 11.05.26 20:00 | Portmore United 2 : 0 Treasure Beach |
| 11.01.26 20:00 | Montego Bay United 2 : 2 Portmore United |
| 10.28.26 23:05 | Violette 2 : 1 Portmore United |
| 10.25.26 20:00 | Portmore United 0 : 0 Chapelton |
| 10.14.26 00:00 | Portmore United 3 : 1 Violette |
| 10.08.26 20:30 | Portmore United 1 : 1 Waterhouse FC |
| 10.06.26 01:00 | Arnett Gardens FC 1 : 1 Portmore United |
| 09.27.26 20:30 | Portmore United 4 : 1 Humble Lions |
| 09.17.26 23:00 | Cibao FC 1 : 2 Portmore United |
| 09.09.26 23:00 | Portmore United 0 : 1 Mount Pleasant Academy |
| 09.04.26 00:00 | Cavalier FC 0 : 2 Portmore United |
| 08.04.26 22:00 | Portmore United 1 : 2 Salcedo |
| 05.25.26 01:00 | Cavalier FC 5 : 6 Portmore United |
| 05.20.26 23:00 | Mount Pleasant Academy 2 : 4 Portmore United |
| 05.18.26 00:30 | Portmore United 0 : 1 Mount Pleasant Academy |
| 05.14.26 02:00 | Portmore United 2 : 0 Racing United |
| 05.10.26 22:00 | Racing United 3 : 3 Portmore United |
| 05.06.26 20:30 | Portmore United 3 : 0 Tivoli Gardens FC |
| 05.03.26 20:30 | Racing United 1 : 1 Portmore United |
| 04.26.26 20:30 | Portmore United 1 : 2 Arnett Gardens FC |
Clubs | P | Pts |
1 | Portmore United | 7 | 10 |