13. Round | 17/07/2020 | Tallinna JK Legion | - | FC Kuressaare | 1:1 | ||||
14. Round | 27/07/2020 | FC Kuressaare | - | JK Tallinna Kalev | 2:2 | ||||
15. Round | 01/08/2020 | JK Narva Trans | - | FC Kuressaare | 1:0 | ||||
16. Round | 07/08/2020 | FC Flora | - | FC Kuressaare | 3:0 | ||||
17. Round | 14/08/2020 | FC Kuressaare | - | FCI Levadia | 2:2 | ||||
19. Round | 30/08/2020 | JK Narva Trans | - | FC Kuressaare | 0:0 | ||||
22. Round | 26/09/2020 | Tulevik Viljandi | - | FC Kuressaare | 1:1 | ||||
23. Round | 03/10/2020 | FC Kuressaare | - | JK Tallinna Kalev | 0:1 | ||||
24. Round | 18/10/2020 | JK Tammeka | - | FC Kuressaare | 4:2 | ||||
26. Round | 01/11/2020 | Paide Linnameeskond | - | FC Kuressaare | 6:2 | ||||
27. Round | 07/11/2020 | FC Kuressaare | - | JK Nõmme Kalju | 1:1 |