| 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 | ||||
| 4. Jornada | 13.08.2023 | CS Herediano | - | AD Guanacasteca | 0:1 | ||||
| 5. Jornada | 21.08.2023 | Puntarenas FC | - | CS Herediano | 3:2 | |
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| 6. Jornada | 28.08.2023 | CS Herediano | - | LD Alajuelense | 2:3 | ||||
| 7. Jornada | 03.09.2023 | CS Herediano | - | Municipal Grecia | 3:0 | |
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| 10. Jornada | 17.09.2023 | Santos de Guápiles | - | CS Herediano | 1:1 | ||||
| 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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| 18. Jornada | 05.11.2023 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 19. Jornada | 09.11.2023 | CS Herediano | - | CS Cartaginés | 1:0 | ||||
| 20. Jornada | 12.11.2023 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 22. Jornada | 26.11.2023 | CS Herediano | - | Sporting FC | 3:0 |
Costa Rica