1. Round | 17/01/2020 | Europa FC | - | Lions Gibraltar | 5:0 | ||||
2. Round | 25/01/2020 | Lions Gibraltar | - | Lynx FC | 2:3 | ||||
3. Round | 31/01/2020 | St. Joseph's FC | - | Lions Gibraltar | 5:3 | ||||
4. Round | 08/02/2020 | Lions Gibraltar | - | FCB Magpies | 2:3 | ||||
5. Round | 21/02/2020 | Lincoln Red Imps | - | Lions Gibraltar | 7:1 |