| 10. Round | 12/09/2023 | Atlético Huila | - | Deportes Tolima | 3:0 | ||||
| 11. Round | 14/09/2023 | Deportes Tolima | - | Independiente Medellín | 1:1 | ||||
| 12. Round | 18/09/2023 | Deportivo Pasto | - | Deportes Tolima | 1:2 | ||||
| 13. Round | 21/09/2023 | Deportes Tolima | - | Envigado FC | 2:0 | ||||
| 14. Round | 25/09/2023 | Atlético Junior | - | Deportes Tolima | 0:1 |  |
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| 15. Round | 30/09/2023 | Deportes Tolima | - | Boyacá Chicó | 2:0 | |
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| 16. Round | 07/10/2023 | Jaguares de Córdoba | - | Deportes Tolima | 0:1 | ||||
| 6. Round | 12/10/2023 | Deportivo Cali | - | Deportes Tolima | 2:0 | |
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| 17. Round | 16/10/2023 | Deportes Tolima | - | Santa Fe | 1:0 | ||||
| 18. Round | 23/10/2023 | Alianza Petrolera | - | Deportes Tolima | 0:1 | ||||
| 19. Round | 28/10/2023 | Deportes Tolima | - | Unión Magdalena | 2:1 | ||||
| 20. Round | 09/11/2023 | Atlético Nacional | - | Deportes Tolima | 2:3 |
Colombia