| 16. Round | 09/08/2020 | Paide Linnameeskond | - | JK Tallinna Kalev | 4:0 | ||||
| 17. Round | 16/08/2020 | JK Narva Trans | - | JK Tallinna Kalev | 1:0 | ||||
| 18. Round | 22/08/2020 | JK Tallinna Kalev | - | JK Tammeka | 0:2 | ||||
| 19. Round | 30/08/2020 | FCI Levadia | - | JK Tallinna Kalev | 3:0 | ||||
| 20. Round | 12/09/2020 | JK Tallinna Kalev | - | FC Flora | 1:4 | ||||
| 21. Round | 19/09/2020 | JK Tallinna Kalev | - | JK Tammeka | 1:2 |  |
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| 22. Round | 26/09/2020 | Paide Linnameeskond | - | JK Tallinna Kalev | 4:1 | |
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| 23. Round | 03/10/2020 | FC Kuressaare | - | JK Tallinna Kalev | 0:1 | |
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| 24. Round | 17/10/2020 | JK Tallinna Kalev | - | JK Nõmme Kalju | 1:4 | ||||
| 25. Round | 24/10/2020 | Tallinna JK Legion | - | JK Tallinna Kalev | 2:0 | ||||
| 26. Round | 31/10/2020 | JK Tallinna Kalev | - | JK Narva Trans | 4:1 | ||||
| 27. Round | 08/11/2020 | JK Tallinna Kalev | - | Tulevik Viljandi | 1:0 |
Slovenia