| 1. Jornada | 15.08.2019 | Glacis United FC | - | FCB Magpies | 0:9 | ||||
| 1. Jornada | 22.08.2019 | Lincoln Red Imps | - | Glacis United FC | 8:0 | ||||
| 3. Jornada | 20.10.2019 | St. Joseph's FC | - | Glacis United FC | 8:1 | ||||
| 3. Jornada | 26.10.2019 | Glacis United FC | - | Manchester 62 FC | 2:3 | ||||
| 5. Jornada | 05.12.2019 | Glacis United FC | - | Boca Gibraltar | 0:2 | ||||
| 5. Jornada | 10.12.2019 | Glacis United FC | - | Lions Gibraltar | 1:3 | ||||
| 5. Jornada | 18.12.2019 | Lynx FC | - | Glacis United FC | 3:2 |  |
Gibraltar