1. Round | 16/08/2019 | Europa FC | - | Lincoln Red Imps | 4:1 | ||||
1. Round | 22/08/2019 | Lincoln Red Imps | - | Glacis United FC | 8:0 | ||||
2. Round | 29/09/2019 | Lions Gibraltar | - | Lincoln Red Imps | 1:7 | ||||
3. Round | 27/10/2019 | Mons Calpe S.C. | - | Lincoln Red Imps | 0:2 | ||||
4. Round | 27/11/2019 | Boca Gibraltar | - | Lincoln Red Imps | 1:8 | ||||
5. Round | 19/12/2019 | Lincoln Red Imps | - | Manchester 62 FC | 2:0 |