| Meistriliiga | 28/04/18 | FC Kuressaare | - | JK Tallinna Kalev | 1:0 | ||||
| Meistriliiga | 16/05/18 | FC Flora | - | FC Kuressaare | 2:1 | ||||
| Relegation | 17/11/18 | FC Elva | - | FC Kuressaare | 0:1 | ||||
| Meistriliiga | 31/03/19 | Tulevik Viljandi | - | FC Kuressaare | 1:2 | ||||
| Meistriliiga | 21/04/19 | FC Flora | - | FC Kuressaare | 5:0 |  |
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| Meistriliiga | 02/06/19 | FC Kuressaare | - | FC Flora | 0:4 | ||||
| Meistriliiga | 29/06/19 | FC Kuressaare | - | JK Narva Trans | 1:1 | |
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| Meistriliiga | 19/05/20 | FC Kuressaare | - | JK Nõmme Kalju | 0:2 | |
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| Meistriliiga | 22/08/20 | FC Kuressaare | - | Paide Linnameeskond | 0:4 | |
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| Meistriliiga | 01/11/20 | Paide Linnameeskond | - | FC Kuressaare | 6:2 | ||||
| Meistriliiga | 10/04/21 | Paide Linnameeskond | - | FC Kuressaare | 1:0 | ||||
| Meistriliiga | 26/06/21 | FCI Levadia | - | FC Kuressaare | 3:0 | |
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| Meistriliiga | 28/08/21 | Paide Linnameeskond | - | FC Kuressaare | 4:1 | ||||
| Meistriliiga | 06/11/21 | Pärnu JK Vaprus | - | FC Kuressaare | 0:4 |
Estonia