| 1. Jornada | 26.07.2023 | Municipal Liberia | - | CS Herediano | 1:4 |  |
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| 2. Jornada | 30.07.2023 | CS Herediano | - | Municipal Pérez Zeledón | 4:0 | ||||
| 3. Jornada | 07.08.2023 | Deportivo Saprissa | - | CS Herediano | 1:2 | |
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| 5. Jornada | 21.08.2023 | Puntarenas FC | - | CS Herediano | 3:2 | ||||
| 6. Jornada | 28.08.2023 | CS Herediano | - | LD Alajuelense | 2:3 | ||||
| 7. Jornada | 03.09.2023 | CS Herediano | - | Municipal Grecia | 3:0 | ||||
| 8. Jornada | 10.09.2023 | CS Cartaginés | - | CS Herediano | 1:1 | ||||
| 9. Jornada | 14.09.2023 | CS Herediano | - | AD San Carlos | 2:1 | ||||
| 10. Jornada | 17.09.2023 | Santos de Guápiles | - | CS Herediano | 1:1 | |
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| 11. Jornada | 21.09.2023 | Sporting FC | - | CS Herediano | 1:3 | ||||
| 12. Jornada | 24.09.2023 | CS Herediano | - | Municipal Liberia | 2:2 | |
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| 14. Jornada | 08.10.2023 | CS Herediano | - | Deportivo Saprissa | 2:0 | ||||
| 16. Jornada | 22.10.2023 | CS Herediano | - | Puntarenas FC | 2:1 |  |
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| 17. Jornada | 29.10.2023 | LD Alajuelense | - | CS Herediano | 1:0 | |
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| 19. Jornada | 09.11.2023 | CS Herediano | - | CS Cartaginés | 1:0 | |
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| 15. Jornada | 15.11.2023 | AD Guanacasteca | - | CS Herediano | 0:1 | ||||
| 21. Jornada | 23.11.2023 | CS Herediano | - | Santos de Guápiles | 3:0 |
México