| 1. Jornada | 20.07.2019 | Orsomarso SC | - | Real Cartagena | 1:2 | ||||
| 2. Jornada | 28.07.2019 | Real Cartagena | - | Valledupar FC | 2:2 |  |
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| 3. Jornada | 03.08.2019 | Tigres FC | - | Real Cartagena | 0:1 | ||||
| 4. Jornada | 11.08.2019 | Real Cartagena | - | Atlético FC | 1:0 | ||||
| 5. Jornada | 20.08.2019 | Deportes Quindío | - | Real Cartagena | 2:0 | ||||
| 6. Jornada | 23.08.2019 | Real Cartagena | - | Barranquilla FC | 2:1 | |
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| 7. Jornada | 25.08.2019 | Fortaleza FC | - | Real Cartagena | 1:0 | ||||
| 8. Jornada | 02.09.2019 | Real Cartagena | - | Llaneros FC | 3:0 | |
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| 9. Jornada | 11.09.2019 | Boyacá Chicó | - | Real Cartagena | 5:2 | |
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| 11. Jornada | 20.09.2019 | Cortuluá | - | Real Cartagena | 1:0 | ||||
| 12. Jornada | 24.09.2019 | Real Cartagena | - | Leones FC | 0:1 | ||||
| 13. Jornada | 30.09.2019 | Deportivo Pereira | - | Real Cartagena | 0:0 | ||||
| 14. Jornada | 08.10.2019 | Boca Juniors de Cali | - | Real Cartagena | 1:2 | |
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| 15. Jornada | 14.10.2019 | Real Cartagena | - | Real San Andrés | 3:3 |
Colombia