| 1. Round | 06/08/2023 | CS Petrocub | - | FC Sheriff | 0:1 |  |
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| 2. Round | 13/08/2023 | Spartanii Sportul | - | FC Sheriff | 0:2 | ||||
| 4. Round | 27/08/2023 | FC Milsami | - | FC Sheriff | 2:0 | ||||
| 5. Round | 16/09/2023 | FC Sheriff | - | FC Floreşti | 5:1 | ||||
| 7. Round | 30/09/2023 | FC Sheriff | - | FC Bălţi | 4:0 | ||||
| 8. Round | 08/10/2023 | FC Sheriff | - | CS Petrocub | 0:0 | ||||
| 9. Round | 21/10/2023 | FC Sheriff | - | Spartanii Sportul | 4:0 | ||||
| 11. Round | 05/11/2023 | FC Sheriff | - | FC Milsami | 2:1 |
Ukraine