| 7. Round | 20/04/2019 | JK Nõmme Kalju | - | JK Tallinna Kalev | 2:2 | ||||
| 8. Round | 27/04/2019 | FC Kuressaare | - | JK Nõmme Kalju | 0:0 | ||||
| 9. Round | 05/05/2019 | JK Nõmme Kalju | - | FCI Levadia | 2:1 |  |
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| 10. Round | 12/05/2019 | JK Tallinna Kalev | - | JK Nõmme Kalju | 0:1 | ||||
| 11. Round | 17/05/2019 | JK Nõmme Kalju | - | FC Kuressaare | 3:2 | ||||
| 12. Round | 21/05/2019 | FCI Levadia | - | JK Nõmme Kalju | 0:0 | ||||
| 14. Round | 01/06/2019 | JK Nõmme Kalju | - | Maardu Linnameeskond | 6:0 | ||||
| 16. Round | 18/06/2019 | FC Flora | - | JK Nõmme Kalju | 0:1 | ||||
| 17. Round | 22/06/2019 | JK Nõmme Kalju | - | Tulevik Viljandi | 2:1 | |
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| 18. Round | 28/06/2019 | JK Tammeka | - | JK Nõmme Kalju | 0:0 | ||||
| 19. Round | 05/07/2019 | JK Narva Trans | - | JK Nõmme Kalju | 1:1 | ||||
| 20. Round | 19/07/2019 | JK Nõmme Kalju | - | Paide Linnameeskond | 1:1 | ||||
| 22. Round | 03/08/2019 | JK Nõmme Kalju | - | FC Kuressaare | 7:2 | |
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| 24. Round | 18/08/2019 | JK Nõmme Kalju | - | Tulevik Viljandi | 2:2 | ||||
| 35. Round | 02/11/2019 | FCI Levadia | - | JK Nõmme Kalju | 1:1 | |
Estonia