| 1. Round | 12/08/2021 | Balzan FC | - | Sliema Wanderers | 1:0 | ||||
| 3. Round | 11/09/2021 | Gżira United | - | Sliema Wanderers | 1:1 |  |
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| 4. Round | 19/09/2021 | Sliema Wanderers | - | Gudja United | 2:3 | |
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| 6. Round | 17/10/2021 | Sliema Wanderers | - | Hibernians FC | 0:3 | ||||
| 8. Round | 31/10/2021 | Sliema Wanderers | - | Mosta FC | 2:3 | |
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| 10. Round | 27/11/2021 | Birkirkara FC | - | Sliema Wanderers | 2:0 | ||||
| 11. Round | 05/12/2021 | Sliema Wanderers | - | Hamrun Spartans | 0:2 |
Portugal