| 1. Journée | 15.08.2019 | Glacis United FC | - | FCB Magpies | 0:9 |  |
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| 3. Journée | 20.10.2019 | St. Joseph's FC | - | Glacis United FC | 8:1 | ||||
| 3. Journée | 26.10.2019 | Glacis United FC | - | Manchester 62 FC | 2:3 | ||||
| 4. Journée | 22.11.2019 | Glacis United FC | - | College 1975 FC | 4:0 | ||||
| 5. Journée | 18.12.2019 | Lynx FC | - | Glacis United FC | 3:2 |
Gibraltar