| 1. Journée | 19.08.2019 | St. Joseph's FC | - | College 1975 FC | 7:0 | ||||
| 3. Journée | 26.10.2019 | Lions Gibraltar | - | St. Joseph's FC | 0:4 | ||||
| 4. Journée | 03.11.2019 | St. Joseph's FC | - | Lynx FC | 1:1 | ||||
| 4. Journée | 30.11.2019 | St. Joseph's FC | - | Europa Point FC | 5:0 | ||||
| 5. Journée | 13.12.2019 | St. Joseph's FC | - | Lincoln Red Imps | 2:1 |  |
Gibraltar