1. Round | 03/03/2023 | FC Flora | - | Harju JK | 4:0 | ||||
2. Round | 07/03/2023 | FC Kuressaare | - | Harju JK | 1:1 | ||||
3. Round | 15/03/2023 | Harju JK | - | JK Tallinna Kalev | 0:2 | ||||
4. Round | 19/03/2023 | Harju JK | - | JK Nõmme Kalju | 1:2 | ||||
5. Round | 01/04/2023 | Paide Linnameeskond | - | Harju JK | 1:0 | ||||
6. Round | 08/04/2023 | Harju JK | - | JK Narva Trans | 1:2 | ||||
7. Round | 15/04/2023 | FCI Levadia | - | Harju JK | 6:1 | ||||
9. Round | 28/04/2023 | Harju JK | - | Pärnu JK Vaprus | 1:2 | ||||
10. Round | 02/05/2023 | JK Narva Trans | - | Harju JK | 2:0 | ||||
35. Round | 04/11/2023 | FC Kuressaare | - | Harju JK | 1:1 |