| 1. Round | 14/01/2024 | CS Herediano | - | Municipal Pérez Zeledón | 1:0 | ||||
| 2. Round | 19/01/2024 | Municipal Pérez Zeledón | - | Deportivo Saprissa | 1:0 | ||||
| 3. Round | 22/01/2024 | Sporting FC | - | Municipal Pérez Zeledón | 0:0 | ||||
| 4. Round | 25/01/2024 | Santos de Guápiles | - | Municipal Pérez Zeledón | 2:1 | ||||
| 5. Round | 28/01/2024 | Municipal Pérez Zeledón | - | AD San Carlos | 2:1 | ||||
| 7. Round | 11/02/2024 | Municipal Pérez Zeledón | - | Puntarenas FC | 1:0 | ||||
| 16. Round | 07/04/2024 | AD San Carlos | - | Municipal Pérez Zeledón | 3:1 | ||||
| 17. Round | 14/04/2024 | Municipal Pérez Zeledón | - | LD Alajuelense | 0:1 | ||||
| 18. Round | 17/04/2024 | Puntarenas FC | - | Municipal Pérez Zeledón | 0:0 | ||||
| 19. Round | 20/04/2024 | Municipal Pérez Zeledón | - | Municipal Grecia | 1:1 | ||||
| 21. Round | 08/05/2024 | AD Guanacasteca | - | Municipal Pérez Zeledón | 4:0 | ||||
| 22. Round | 12/05/2024 | Municipal Pérez Zeledón | - | Municipal Liberia | 0:3 |
Cuba