| 1. Ronde | 15.08.2018 | Lynx FC | - | Gibraltar Phoenix | 0:0 | ||||
| 2. Ronde | 19.08.2018 | Gibraltar Phoenix | - | Lincoln Red Imps | 0:2 |  |
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| 3. Ronde | 25.08.2018 | Europa FC | - | Gibraltar Phoenix | 2:0 | ||||
| 24. Ronde | 25.04.2019 | Boca Gibraltar | - | Gibraltar Phoenix | 0:8 | ||||
| 26. Ronde | 10.05.2019 | St. Joseph's FC | - | Gibraltar Phoenix | 3:0 | ||||
| 27. Ronde | 19.05.2019 | Gibraltar Phoenix | - | Gibraltar United FC | 2:0 |
Gibraltar