| 9. Ronde | 12.09.2020 | Dacia Buiucani | - | FC Sheriff | 0:3 | ||||
| 12. Ronde | 28.09.2020 | FC Sheriff | - | FC Codru Lozova | 6:0 | ||||
| 13. Ronde | 03.10.2020 | FC Zimbru | - | FC Sheriff | 0:4 |  |
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| 14. Ronde | 17.10.2020 | FC Sheriff | - | FC Milsami | 1:0 | ||||
| 15. Ronde | 20.10.2020 | Dinamo-Auto | - | FC Sheriff | 1:2 | ||||
| 16. Ronde | 24.10.2020 | FC Sheriff | - | FC Floreşti | 5:0 | ||||
| 17. Ronde | 01.11.2020 | CS Petrocub | - | FC Sheriff | 1:0 | ||||
| 18. Ronde | 07.11.2020 | FC Sheriff | - | Dacia Buiucani | 0:0 |  |
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| 19. Ronde | 21.11.2020 | FC Sheriff | - | Speranţa Nisporeni | 3:0 | ||||
| 20. Ronde | 25.11.2020 | FC Sfîntul Gheorghe | - | FC Sheriff | 0:2 | ||||
| 21. Ronde | 28.11.2020 | FC Codru Lozova | - | FC Sheriff | 1:2 | ||||
| 11. Ronde | 20.02.2021 | FC Sheriff | - | FC Sfîntul Gheorghe | 4:1 | ||||
| 31. Ronde | 08.05.2021 | FC Zimbru | - | FC Sheriff | 0:1 | ||||
| 32. Ronde | 12.05.2021 | FC Sheriff | - | FC Milsami | 6:0 | ||||
| 33. Ronde | 15.05.2021 | Dinamo-Auto | - | FC Sheriff | 0:7 | ||||
| 34. Ronde | 19.05.2021 | FC Sheriff | - | FC Floreşti | 3:0 |
Trinidad & Tobago