20. Round | 21/07/2019 | FC Kuressaare | - | FCI Levadia | 0:3 | ![]() |
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22. Round | 03/08/2019 | JK Nõmme Kalju | - | FC Kuressaare | 7:2 | ||||
23. Round | 09/08/2019 | FC Kuressaare | - | JK Tallinna Kalev | 0:1 | ||||
21. Round | 13/08/2019 | FC Kuressaare | - | FC Flora | 0:3 | ||||
24. Round | 17/08/2019 | Maardu Linnameeskond | - | FC Kuressaare | 2:1 | ||||
25. Round | 23/08/2019 | FC Kuressaare | - | JK Tammeka | 0:1 |