| 2. Round | 30/07/2023 | CS Herediano | - | Municipal Pérez Zeledón | 4:0 | ||||
| 3. Round | 07/08/2023 | Deportivo Saprissa | - | CS Herediano | 1:2 | ||||
| 4. Round | 13/08/2023 | CS Herediano | - | AD Guanacasteca | 0:1 | ||||
| 7. Round | 03/09/2023 | CS Herediano | - | Municipal Grecia | 3:0 | ||||
| 8. Round | 10/09/2023 | CS Cartaginés | - | CS Herediano | 1:1 |  |
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| 21. Round | 23/11/2023 | CS Herediano | - | Santos de Guápiles | 3:0 |
Brazil