| 7. Round | 16/04/2021 | Tallinna JK Legion | - | FC Kuressaare | 1:0 | ||||
| 8. Round | 20/04/2021 | JK Tammeka | - | Tallinna JK Legion | 0:1 | ||||
| 10. Round | 01/05/2021 | Paide Linnameeskond | - | Tallinna JK Legion | 1:0 | ||||
| 11. Round | 11/05/2021 | Tallinna JK Legion | - | Pärnu JK Vaprus | 7:1 |  |
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| 13. Round | 15/05/2021 | Tallinna JK Legion | - | JK Narva Trans | 3:0 | ||||
| 4. Round | 01/07/2021 | Pärnu JK Vaprus | - | Tallinna JK Legion | 1:4 |  |
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| 17. Round | 17/07/2021 | FC Kuressaare | - | Tallinna JK Legion | 1:1 |
Estonia