| 8. Round | 10/09/2023 | AD San Carlos | - | Santos de Guápiles | 2:2 | ||||
| 9. Round | 14/09/2023 | CS Herediano | - | AD San Carlos | 2:1 | ||||
| 11. Round | 21/09/2023 | AD San Carlos | - | Municipal Liberia | 2:1 |  |
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| 12. Round | 25/09/2023 | Municipal Grecia | - | AD San Carlos | 1:0 | ||||
| 14. Round | 09/10/2023 | AD San Carlos | - | AD Guanacasteca | 0:1 | ||||
| 15. Round | 19/10/2023 | CS Cartaginés | - | AD San Carlos | 4:3 | |
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| 16. Round | 22/10/2023 | AD San Carlos | - | LD Alajuelense | 0:1 | ||||
| 17. Round | 29/10/2023 | Deportivo Saprissa | - | AD San Carlos | 2:1 |
Costa Rica