5. Round | 07/04/2021 | FC Kuressaare | - | JK Nõmme Kalju | 0:2 | ||||
17. Round | 17/07/2021 | FC Kuressaare | - | Tallinna JK Legion | 1:1 | ||||
18. Round | 30/07/2021 | Pärnu JK Vaprus | - | FC Kuressaare | 2:1 | ||||
19. Round | 07/08/2021 | FCI Levadia | - | FC Kuressaare | 3:0 | ||||
20. Round | 14/08/2021 | FC Kuressaare | - | FC Flora | 1:0 | ||||
21. Round | 22/08/2021 | FC Kuressaare | - | JK Tammeka | 2:0 | ||||
22. Round | 28/08/2021 | Paide Linnameeskond | - | FC Kuressaare | 4:1 | ||||
23. Round | 11/09/2021 | JK Nõmme Kalju | - | FC Kuressaare | 0:3 | ||||
24. Round | 18/09/2021 | FC Kuressaare | - | Pärnu JK Vaprus | 6:0 | ||||
25. Round | 26/09/2021 | JK Narva Trans | - | FC Kuressaare | 2:2 | ||||
26. Round | 03/10/2021 | FC Kuressaare | - | Tulevik Viljandi | 1:0 | ||||
27. Round | 17/10/2021 | FC Kuressaare | - | Tallinna JK Legion | 0:2 | ||||
4. Round | 24/10/2021 | FC Flora | - | FC Kuressaare | 2:2 |