| 1. Round | 07/03/2020 | FCI Levadia | - | FC Kuressaare | 1:0 |  |
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| 3. Round | 24/05/2020 | Tulevik Viljandi | - | FCI Levadia | 1:3 | ||||
| 4. Round | 31/05/2020 | FCI Levadia | - | Paide Linnameeskond | 4:1 | ||||
| 5. Round | 03/06/2020 | JK Nõmme Kalju | - | FCI Levadia | 2:0 | ||||
| 7. Round | 13/06/2020 | FCI Levadia | - | JK Tammeka | 2:2 | |
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| 8. Round | 17/06/2020 | FC Flora | - | FCI Levadia | 4:0 | ||||
| 9. Round | 27/06/2020 | JK Narva Trans | - | FCI Levadia | 4:4 | ||||
| 12. Round | 12/07/2020 | FCI Levadia | - | Tallinna JK Legion | 4:0 |
Ukraine