| 8. Round | 09/09/2023 | AD Guanacasteca | - | Municipal Pérez Zeledón | 1:2 | ||||
| 9. Round | 13/09/2023 | Municipal Pérez Zeledón | - | Deportivo Saprissa | 2:2 | ||||
| 10. Round | 17/09/2023 | Municipal Pérez Zeledón | - | AD San Carlos | 2:2 | ||||
| 11. Round | 21/09/2023 | CS Cartaginés | - | Municipal Pérez Zeledón | 4:0 | ||||
| 14. Round | 08/10/2023 | Municipal Pérez Zeledón | - | Municipal Liberia | 3:2 | ||||
| 15. Round | 19/10/2023 | LD Alajuelense | - | Municipal Pérez Zeledón | 2:0 | ||||
| 16. Round | 22/10/2023 | Santos de Guápiles | - | Municipal Pérez Zeledón | 2:0 | ||||
| 17. Round | 29/10/2023 | Municipal Pérez Zeledón | - | Municipal Grecia | 0:2 | ||||
| 19. Round | 08/11/2023 | Municipal Pérez Zeledón | - | AD Guanacasteca | 0:0 | ||||
| 20. Round | 12/11/2023 | Deportivo Saprissa | - | Municipal Pérez Zeledón | 4:0 | ||||
| 21. Round | 24/11/2023 | AD San Carlos | - | Municipal Pérez Zeledón | 1:0 | ||||
| 22. Round | 26/11/2023 | Municipal Pérez Zeledón | - | CS Cartaginés | 1:0 |  |
Costa Rica