| 1. Jornada | 20.07.2019 | Valledupar FC | - | Leones FC | 1:1 |  |
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| 2. Jornada | 28.07.2019 | Real Cartagena | - | Valledupar FC | 2:2 | |
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| 3. Jornada | 03.08.2019 | Valledupar FC | - | Boca Juniors de Cali | 2:1 | |
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| 4. Jornada | 11.08.2019 | Real San Andrés | - | Valledupar FC | 2:1 | |
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| 5. Jornada | 17.08.2019 | Valledupar FC | - | Orsomarso SC | 3:1 | |
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| 6. Jornada | 22.08.2019 | Valledupar FC | - | Deportivo Pereira | 1:1 | |
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| 7. Jornada | 26.08.2019 | Tigres FC | - | Valledupar FC | 1:2 | ||||
| 8. Jornada | 01.09.2019 | Atlético FC | - | Valledupar FC | 0:0 | ||||
| 9. Jornada | 09.09.2019 | Deportes Quindío | - | Valledupar FC | 0:0 | |
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| 10. Jornada | 14.09.2019 | Valledupar FC | - | Barranquilla FC | 1:0 | |
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| 13. Jornada | 30.09.2019 | Boyacá Chicó | - | Valledupar FC | 1:0 | ||||
| 14. Jornada | 05.10.2019 | Valledupar FC | - | Bogotá FC | 1:1 | ||||
| 15. Jornada | 14.10.2019 | Cortuluá | - | Valledupar FC | 6:0 |
Colombia