1. Round | 15/08/2018 | Lynx FC | - | Gibraltar Phoenix | 0:0 | ||||
2. Round | 19/08/2018 | Gibraltar Phoenix | - | Lincoln Red Imps | 0:2 | ||||
3. Round | 25/08/2018 | Europa FC | - | Gibraltar Phoenix | 2:0 | ||||
24. Round | 25/04/2019 | Boca Gibraltar | - | Gibraltar Phoenix | 0:8 | ||||
26. Round | 10/05/2019 | St. Joseph's FC | - | Gibraltar Phoenix | 3:0 | ||||
27. Round | 19/05/2019 | Gibraltar Phoenix | - | Gibraltar United FC | 2:0 |