| 1. Round | 13/07/2019 | NK Tabor Sežana | - | NK Aluminij | 0:2 | ||||
| 2. Round | 20/07/2019 | NK Tabor Sežana | - | NK Celje | 1:0 |  |
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| 3. Round | 28/07/2019 | NK Bravo | - | NK Tabor Sežana | 1:0 | |
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| 4. Round | 04/08/2019 | NK Tabor Sežana | - | NK Domžale | 2:1 | ||||
| 5. Round | 10/08/2019 | NK Maribor | - | NK Tabor Sežana | 4:2 |  |
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| 6. Round | 17/08/2019 | NK Tabor Sežana | - | NK Triglav | 2:0 | |
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| 7. Round | 25/08/2019 | Rudar Velenje | - | NK Tabor Sežana | 2:2 | ||||
| 8. Round | 31/08/2019 | NK Tabor Sežana | - | Olimpija Ljubljana | 1:2 | |
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| 10. Round | 21/09/2019 | NK Aluminij | - | NK Tabor Sežana | 3:0 | ||||
| 14. Round | 20/10/2019 | NK Tabor Sežana | - | NK Maribor | 4:1 | ||||
| 15. Round | 26/10/2019 | NK Triglav | - | NK Tabor Sežana | 3:2 | |
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| 16. Round | 03/11/2019 | NK Tabor Sežana | - | Rudar Velenje | 1:1 | ||||
| 17. Round | 10/11/2019 | Olimpija Ljubljana | - | NK Tabor Sežana | 2:0 | ||||
| 18. Round | 24/11/2019 | NK Tabor Sežana | - | NŠ Mura | 1:1 | ||||
| 19. Round | 30/11/2019 | NK Tabor Sežana | - | NK Aluminij | 1:1 | ||||
| 20. Round | 04/12/2019 | NK Tabor Sežana | - | NK Celje | 0:4 |
Croatia