| 15. Round | 15/06/2019 | JK Nõmme Kalju | - | JK Narva Trans | 3:2 | ||||
| 16. Round | 19/06/2019 | FCI Levadia | - | JK Narva Trans | 2:0 |  |
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| 17. Round | 22/06/2019 | JK Narva Trans | - | JK Tammeka | 2:5 | ||||
| 19. Round | 05/07/2019 | JK Narva Trans | - | JK Nõmme Kalju | 1:1 | ||||
| 21. Round | 27/07/2019 | Maardu Linnameeskond | - | JK Narva Trans | 1:3 | ||||
| 27. Round | 31/08/2019 | JK Tallinna Kalev | - | JK Narva Trans | 0:3 | ||||
| 31. Round | 29/09/2019 | JK Narva Trans | - | Paide Linnameeskond | 0:1 |
Estonia