1. Round | 12/08/2019 | Lynx FC | - | Mons Calpe S.C. | 5:1 | ||||
1. Round | 24/08/2019 | College 1975 FC | - | Mons Calpe S.C. | 1:9 | ||||
2. Round | 13/09/2019 | Glacis United FC | - | Mons Calpe S.C. | 0:5 | ||||
2. Round | 22/09/2019 | Mons Calpe S.C. | - | Lions Gibraltar | 1:1 | ||||
2. Round | 29/09/2019 | Boca Gibraltar | - | Mons Calpe S.C. | 1:1 | ||||
4. Round | 24/11/2019 | Mons Calpe S.C. | - | St. Joseph's FC | 0:6 | ||||
4. Round | 30/11/2019 | Manchester 62 FC | - | Mons Calpe S.C. | 1:4 | ||||
5. Round | 17/12/2019 | Mons Calpe S.C. | - | Europa FC | 0:7 |