1. Round | 07/03/2020 | FCI Levadia | - | FC Kuressaare | 1:0 | ||||
3. Round | 23/05/2020 | Paide Linnameeskond | - | FC Kuressaare | 2:0 | ||||
4. Round | 30/05/2020 | FC Kuressaare | - | JK Narva Trans | 3:2 | ||||
5. Round | 02/06/2020 | JK Tammeka | - | FC Kuressaare | 1:2 | ||||
6. Round | 07/06/2020 | Tulevik Viljandi | - | FC Kuressaare | 5:0 | ||||
7. Round | 13/06/2020 | FC Kuressaare | - | Tallinna JK Legion | 0:0 | ||||
8. Round | 17/06/2020 | JK Tallinna Kalev | - | FC Kuressaare | 0:2 | ||||
9. Round | 27/06/2020 | FC Kuressaare | - | FC Flora | 0:4 | ||||
10. Round | 01/07/2020 | FC Kuressaare | - | Tulevik Viljandi | 3:0 | ||||
11. Round | 07/07/2020 | JK Nõmme Kalju | - | FC Kuressaare | 1:0 | ||||
12. Round | 11/07/2020 | FC Kuressaare | - | JK Tammeka | 2:4 | ||||
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 |