1. Round | 07/03/2020 | FCI Levadia | - | FC Kuressaare | 1:0 | ||||
2. Round | 19/05/2020 | FC Kuressaare | - | JK Nõmme Kalju | 0:2 | ||||
3. Round | 23/05/2020 | Paide Linnameeskond | - | FC Kuressaare | 2:0 | ||||
6. Round | 07/06/2020 | Tulevik Viljandi | - | FC Kuressaare | 5:0 | ||||
7. Round | 13/06/2020 | FC Kuressaare | - | Tallinna JK Legion | 0:0 |