| 1. Jornada | 02.02.2019 | Leones FC | - | Valledupar FC | 0:0 | ||||
| 2. Jornada | 09.02.2019 | Valledupar FC | - | Real Cartagena | 1:1 | ||||
| 3. Jornada | 17.02.2019 | Boca Juniors de Cali | - | Valledupar FC | 2:1 |  |
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| 4. Jornada | 21.02.2019 | Valledupar FC | - | Real San Andrés | 2:0 | ||||
| 5. Jornada | 24.02.2019 | Orsomarso SC | - | Valledupar FC | 1:2 | ||||
| 8. Jornada | 16.03.2019 | Valledupar FC | - | Atlético FC | 1:1 | ||||
| 9. Jornada | 24.03.2019 | Valledupar FC | - | Deportes Quindío | 0:1 | ||||
| 10. Jornada | 30.03.2019 | Barranquilla FC | - | Valledupar FC | 3:0 | |
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| 11. Jornada | 06.04.2019 | Valledupar FC | - | Fortaleza FC | 1:1 | ||||
| 12. Jornada | 14.04.2019 | Llaneros FC | - | Valledupar FC | 0:1 | ||||
| 14. Jornada | 28.04.2019 | Bogotá FC | - | Valledupar FC | 2:1 | ||||
| 15. Jornada | 04.05.2019 | Valledupar FC | - | Cortuluá | 1:3 |  |
Venezuela