| 1. Jornada | 03.03.2023 | FC Flora | - | Harju JK | 4:0 |  |
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| 2. Jornada | 07.03.2023 | FC Kuressaare | - | Harju JK | 1:1 | ||||
| 3. Jornada | 15.03.2023 | Harju JK | - | JK Tallinna Kalev | 0:2 | ||||
| 4. Jornada | 19.03.2023 | Harju JK | - | JK Nõmme Kalju | 1:2 | ||||
| 5. Jornada | 01.04.2023 | Paide Linnameeskond | - | Harju JK | 1:0 | ||||
| 6. Jornada | 08.04.2023 | Harju JK | - | JK Narva Trans | 1:2 |  |
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| 7. Jornada | 15.04.2023 | FCI Levadia | - | Harju JK | 6:1 | |
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| 9. Jornada | 28.04.2023 | Harju JK | - | Pärnu JK Vaprus | 1:2 | |
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| 10. Jornada | 02.05.2023 | JK Narva Trans | - | Harju JK | 2:0 | ||||
| 35. Jornada | 04.11.2023 | FC Kuressaare | - | Harju JK | 1:1 |  |
Estonia