| 1. Round | 23/08/2019 | Valletta FC | - | St. Luċija FC | 2:3 | ||||
| 3. Round | 15/09/2019 | Gudja United | - | St. Luċija FC | 1:1 | ||||
| 4. Round | 22/09/2019 | St. Luċija FC | - | Tarxien Rainbows | 2:1 | ||||
| 5. Round | 28/09/2019 | Sirens FC | - | St. Luċija FC | 3:1 |  |
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| 6. Round | 05/10/2019 | St. Luċija FC | - | Senglea Athletics | 0:0 | |
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| 7. Round | 18/10/2019 | Mosta FC | - | St. Luċija FC | 1:0 | ||||
| 8. Round | 28/10/2019 | St. Luċija FC | - | Hibernians FC | 0:2 | |
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| 11. Round | 23/11/2019 | St. Luċija FC | - | Sliema Wanderers | 0:4 | ||||
| 12. Round | 07/12/2019 | Floriana FC | - | St. Luċija FC | 2:1 | ||||
| 13. Round | 13/12/2019 | St. Luċija FC | - | Balzan FC | 0:3 | ||||
| 15. Round | 19/01/2020 | Gżira United | - | St. Luċija FC | 1:2 | |
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| 18. Round | 15/02/2020 | St. Luċija FC | - | Sirens FC | 0:2 |
Colombia