| 8. Jornada | 10.09.2023 | CS Cartaginés | - | CS Herediano | 1:1 | ||||
| 9. Jornada | 14.09.2023 | CS Herediano | - | AD San Carlos | 2:1 | ||||
| 11. Jornada | 21.09.2023 | Sporting FC | - | CS Herediano | 1:3 |  |
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| 12. Jornada | 24.09.2023 | CS Herediano | - | Municipal Liberia | 2:2 | ||||
| 13. Jornada | 01.10.2023 | Municipal Pérez Zeledón | - | CS Herediano | 1:4 | ||||
| 14. Jornada | 08.10.2023 | CS Herediano | - | Deportivo Saprissa | 2:0 | ||||
| 16. Jornada | 22.10.2023 | CS Herediano | - | Puntarenas FC | 2:1 | ||||
| 18. Jornada | 05.11.2023 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 19. Jornada | 09.11.2023 | CS Herediano | - | CS Cartaginés | 1:0 | |
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| 20. Jornada | 12.11.2023 | AD San Carlos | - | CS Herediano | 2:1 |  |
Costa Rica
