| 1. Round | 21/07/2019 | Real San Andrés | - | Boca Juniors de Cali | 2:0 | ||||
| 2. Round | 28/07/2019 | Real San Andrés | - | Deportivo Pereira | 3:1 | ||||
| 4. Round | 11/08/2019 | Real San Andrés | - | Valledupar FC | 2:1 |  |
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| 5. Round | 17/08/2019 | Tigres FC | - | Real San Andrés | 1:1 | ||||
| 7. Round | 28/08/2019 | Deportes Quindío | - | Real San Andrés | 1:0 | ||||
| 8. Round | 01/09/2019 | Real San Andrés | - | Barranquilla FC | 1:0 | ||||
| 9. Round | 07/09/2019 | Fortaleza FC | - | Real San Andrés | 3:0 | ||||
| 10. Round | 15/09/2019 | Real San Andrés | - | Llaneros FC | 0:1 | ||||
| 11. Round | 19/09/2019 | Boyacá Chicó | - | Real San Andrés | 1:0 | ||||
| 12. Round | 22/09/2019 | Real San Andrés | - | Bogotá FC | 0:1 | ||||
| 13. Round | 29/09/2019 | Cortuluá | - | Real San Andrés | 1:0 | |
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| 14. Round | 06/10/2019 | Real San Andrés | - | Leones FC | 3:1 |  |
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| 15. Round | 14/10/2019 | Real Cartagena | - | Real San Andrés | 3:3 | |
Colombia