| 2. Round | 30/07/2023 | CS Herediano | - | Municipal Pérez Zeledón | 4:0 | ||||
| 4. Round | 13/08/2023 | Municipal Pérez Zeledón | - | LD Alajuelense | 1:2 | ||||
| 6. Round | 26/08/2023 | Municipal Grecia | - | Municipal Pérez Zeledón | 2:2 |  |
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| 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 | ||||
| 13. Round | 01/10/2023 | Municipal Pérez Zeledón | - | CS Herediano | 1:4 | ||||
| 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 | ||||
| 18. Round | 04/11/2023 | Sporting FC | - | Municipal Pérez Zeledón | 4:0 | ||||
| 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 |
Costa Rica