| 1. Round | 20/09/2020 | Sliema Wanderers | - | Hibernians FC | 3:1 | ||||
| 2. Round | 25/09/2020 | Sirens FC | - | Sliema Wanderers | 0:0 | ||||
| 3. Round | 01/10/2020 | Sliema Wanderers | - | St. Luċija FC | 3:1 |  |
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| 4. Round | 18/10/2020 | Senglea Athletics | - | Sliema Wanderers | 0:2 | ||||
| 5. Round | 21/10/2020 | Sliema Wanderers | - | Gudja United | 1:2 | ||||
| 6. Round | 26/10/2020 | Birkirkara FC | - | Sliema Wanderers | 1:2 | ||||
| 15. Round | 03/02/2021 | Valletta FC | - | Sliema Wanderers | 0:0 | |
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| 19. Round | 06/02/2021 | Sliema Wanderers | - | Senglea Athletics | 3:1 | ||||
| 20. Round | 14/02/2021 | Gudja United | - | Sliema Wanderers | 1:1 | |
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| 21. Round | 20/02/2021 | Sliema Wanderers | - | Birkirkara FC | 2:2 | |
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| 22. Round | 28/02/2021 | Balzan FC | - | Sliema Wanderers | 5:1 | ||||
| 23. Round | 06/03/2021 | Sliema Wanderers | - | Gżira United | 2:0 |
Netherlands