| 5. Round | 01/07/2021 | FCI Levadia | - | JK Tammeka | 2:1 | ||||
| 17. Round | 18/07/2021 | FCI Levadia | - | JK Nõmme Kalju | 4:1 |  |
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| 18. Round | 01/08/2021 | JK Narva Trans | - | FCI Levadia | 1:4 | ||||
| 19. Round | 07/08/2021 | FCI Levadia | - | FC Kuressaare | 3:0 | ||||
| 20. Round | 13/08/2021 | FCI Levadia | - | JK Tammeka | 4:0 | ||||
| 22. Round | 29/08/2021 | FCI Levadia | - | JK Nõmme Kalju | 2:1 | ||||
| 23. Round | 12/09/2021 | Paide Linnameeskond | - | FCI Levadia | 0:3 | ||||
| 25. Round | 25/09/2021 | Tallinna JK Legion | - | FCI Levadia | 1:2 | ||||
| 26. Round | 09/10/2021 | FCI Levadia | - | Pärnu JK Vaprus | 5:0 | ||||
| 27. Round | 16/10/2021 | Tulevik Viljandi | - | FCI Levadia | 3:2 | ||||
| 21. Round | 01/12/2021 | FCI Levadia | - | FC Flora | 1:5 |
Serbia