| 1. Journée | 16.08.2019 | Europa FC | - | Lincoln Red Imps | 4:1 |  |
|||
| 1. Journée | 22.08.2019 | Lincoln Red Imps | - | Glacis United FC | 8:0 | ||||
| 2. Journée | 19.09.2019 | Lincoln Red Imps | - | College 1975 FC | 9:1 | ||||
| 2. Journée | 29.09.2019 | Lions Gibraltar | - | Lincoln Red Imps | 1:7 | ||||
| 3. Journée | 21.10.2019 | Lincoln Red Imps | - | Lynx FC | 4:0 | ||||
| 4. Journée | 03.11.2019 | Lincoln Red Imps | - | Europa Point FC | 3:0 | ||||
| 4. Journée | 23.11.2019 | FCB Magpies | - | Lincoln Red Imps | 0:3 | ||||
| 5. Journée | 13.12.2019 | St. Joseph's FC | - | Lincoln Red Imps | 2:1 |
Espagne