| 1. Round | 26/07/2023 | Municipal Liberia | - | CS Herediano | 1:4 | ||||
| 2. Round | 30/07/2023 | CS Herediano | - | Municipal Pérez Zeledón | 4:0 | ||||
| 3. Round | 07/08/2023 | Deportivo Saprissa | - | CS Herediano | 1:2 | ||||
| 5. Round | 21/08/2023 | Puntarenas FC | - | CS Herediano | 3:2 | ||||
| 6. Round | 28/08/2023 | CS Herediano | - | LD Alajuelense | 2:3 | ||||
| 7. Round | 03/09/2023 | CS Herediano | - | Municipal Grecia | 3:0 | ||||
| 8. Round | 10/09/2023 | CS Cartaginés | - | CS Herediano | 1:1 |  |
|||
| 11. Round | 21/09/2023 | Sporting FC | - | CS Herediano | 1:3 | ||||
| 12. Round | 24/09/2023 | CS Herediano | - | Municipal Liberia | 2:2 | ||||
| 13. Round | 01/10/2023 | Municipal Pérez Zeledón | - | CS Herediano | 1:4 | ||||
| 14. Round | 08/10/2023 | CS Herediano | - | Deportivo Saprissa | 2:0 | ||||
| 16. Round | 22/10/2023 | CS Herediano | - | Puntarenas FC | 2:1 | ||||
| 17. Round | 29/10/2023 | LD Alajuelense | - | CS Herediano | 1:0 | |
|||
| 19. Round | 09/11/2023 | CS Herediano | - | CS Cartaginés | 1:0 | ||||
| 20. Round | 12/11/2023 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 15. Round | 15/11/2023 | AD Guanacasteca | - | CS Herediano | 0:1 | ||||
| 21. Round | 23/11/2023 | CS Herediano | - | Santos de Guápiles | 3:0 |
Costa Rica