| 8. Jornada | 09.09.2023 | AD Guanacasteca | - | Municipal Pérez Zeledón | 1:2 | ||||
| 9. Jornada | 13.09.2023 | Municipal Grecia | - | AD Guanacasteca | 1:2 | ||||
| 10. Jornada | 16.09.2023 | Municipal Liberia | - | AD Guanacasteca | 0:1 | ||||
| 11. Jornada | 19.09.2023 | AD Guanacasteca | - | LD Alajuelense | 3:2 | ||||
| 12. Jornada | 23.09.2023 | AD Guanacasteca | - | CS Cartaginés | 1:2 |  |
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| 13. Jornada | 02.10.2023 | Deportivo Saprissa | - | AD Guanacasteca | 4:0 |
Costa Rica