| 8. Jornada | 09.09.2023 | AD Guanacasteca | - | Municipal Pérez Zeledón | 1:2 | ||||
| 9. Jornada | 13.09.2023 | Municipal Pérez Zeledón | - | Deportivo Saprissa | 2:2 | ||||
| 13. Jornada | 01.10.2023 | Municipal Pérez Zeledón | - | CS Herediano | 1:4 |  |
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| 18. Jornada | 05.11.2023 | Sporting FC | - | Municipal Pérez Zeledón | 4:0 | ||||
| 19. Jornada | 08.11.2023 | Municipal Pérez Zeledón | - | AD Guanacasteca | 0:0 |
Costa Rica