| 04/12/26 02:00 | Portmore United- : -Dunbeholden FC | ![]() |
| 29/11/26 21:00 | Dunbeholden FC- : -Racing United | ![]() |
| 23/11/26 23:30 | Tru-Juice- : -Dunbeholden FC | ![]() |
| 15/11/26 21:00 | Dunbeholden FC- : -Chapelton | ![]() |
| 08/11/26 21:00 | Treasure Beach- : -Dunbeholden FC | ![]() |
| 01/11/26 21:00 | Dunbeholden FC3 : 0Humble Lions |
| 26/10/26 00:00 | Waterhouse FC2 : 0Dunbeholden FC |
| 18/10/26 22:00 | Tivoli Gardens FC3 : 0Dunbeholden FC |
| 11/10/26 22:00 | Dunbeholden FC1 : 0Molynes United |
| 04/10/26 22:30 | Montego Bay United1 : 0Dunbeholden FC |
| 27/09/26 22:30 | Dunbeholden FC0 : 2Mount Pleasant Academy |
| 22/09/26 03:00 | Arnett Gardens FC3 : 0Dunbeholden FC |
| 06/05/26 22:30 | Waterhouse FC4 : 0Dunbeholden FC |
| 03/05/26 22:30 | Dunbeholden FC0 : 5Mount Pleasant Academy |
| 26/04/26 22:30 | Treasure Beach1 : 0Dunbeholden FC |
| 23/04/26 23:30 | Dunbeholden FC4 : 0Harbour View FC |
| 19/04/26 22:30 | Tivoli Gardens FC2 : 0Dunbeholden FC |
| 15/04/26 22:30 | Racing United0 : 0Dunbeholden FC |
| 12/04/26 22:30 | Arnett Gardens FC1 : 2Dunbeholden FC |
| 05/04/26 22:30 | Spanish Town Police4 : 1Dunbeholden FC |
| 29/03/26 22:30 | Dunbeholden FC2 : 1Portmore United |
| 26/03/26 22:00 | Cavalier FC0 : 2Dunbeholden FC |
| 22/03/26 21:30 | Dunbeholden FC1 : 0Molynes United |
| 18/03/26 21:30 | Montego Bay United4 : 3Dunbeholden FC |
| 15/03/26 21:30 | Chapelton2 : 0Dunbeholden FC |
| 08/03/26 21:30 | Tivoli Gardens FC2 : 1Dunbeholden FC |
| 01/03/26 21:30 | Chapelton0 : 1Dunbeholden FC |
| 22/02/26 21:30 | Dunbeholden FC4 : 2Treasure Beach |
| 15/02/26 21:30 | Mount Pleasant Academy4 : 0Dunbeholden FC |
| 12/02/26 21:00 | Dunbeholden FC1 : 1Arnett Gardens FC |
| 08/02/26 21:00 | Dunbeholden FC1 : 2Waterhouse FC |
| 05/02/26 21:00 | Dunbeholden FC0 : 2Spanish Town Police |
| 03/02/26 18:00 | Arnett Gardens FC1 : 0Dunbeholden FC |
| 29/01/26 21:00 | Dunbeholden FC1 : 0Cavalier FC |
| 25/01/26 21:00 | Dunbeholden FC4 : 2Harbour View FC |
| 21/01/26 22:00 | Cavalier FC5 : 1Dunbeholden FC |
| 18/01/26 21:00 | Racing United1 : 1Dunbeholden FC |
| 14/01/26 21:00 | Dunbeholden FC1 : 1Molynes United |
| 11/01/26 21:00 | Montego Bay United1 : 0Dunbeholden FC |
| 07/01/26 21:00 | Treasure Beach0 : 4Dunbeholden FC |
| 28/12/25 21:00 | Portmore United0 : 0Dunbeholden FC |
| 21/12/25 21:00 | Dunbeholden FC1 : 0Tivoli Gardens FC |
| 14/12/25 21:00 | Dunbeholden FC0 : 0Chapelton |
| 07/12/25 21:00 | Dunbeholden FC0 : 0Mount Pleasant Academy |
| 20/10/25 00:30 | Waterhouse FC0 : 0Dunbeholden FC |
| 07/10/25 00:00 | Harbour View FC1 : 0Dunbeholden FC |
| 21/09/25 22:00 | Dunbeholden FC0 : 0Racing United |
| 16/09/25 00:00 | Molynes United0 : 2Dunbeholden FC |
| 07/09/25 22:00 | Dunbeholden FC1 : 2Montego Bay United |
| 31/08/25 22:00 | Spanish Town Police0 : 1Dunbeholden FC |