21. Round | 22/07/2023 | JK Tallinna Kalev | - | Pärnu JK Vaprus | 1:1 | ||||
22. Round | 05/08/2023 | JK Tallinna Kalev | - | JK Tammeka | 1:1 | ||||
23. Round | 12/08/2023 | Paide Linnameeskond | - | JK Tallinna Kalev | 1:1 | ||||
24. Round | 20/08/2023 | JK Tallinna Kalev | - | FC Flora | 1:1 | ||||
25. Round | 26/08/2023 | FCI Levadia | - | JK Tallinna Kalev | 1:1 | ||||
27. Round | 16/09/2023 | JK Tallinna Kalev | - | Harju JK | 2:1 | ||||
28. Round | 22/09/2023 | FC Flora | - | JK Tallinna Kalev | 1:0 | ||||
35. Round | 05/11/2023 | JK Tallinna Kalev | - | JK Nõmme Kalju | 1:1 | ||||
36. Round | 11/11/2023 | JK Tallinna Kalev | - | JK Narva Trans | 5:0 |