| 1. Round | 29/07/2021 | CS Herediano | - | Guadalupe | 0:1 | ||||
| 2. Round | 01/08/2021 | Jicaral | - | CS Herediano | 3:2 |  |
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| 3. Round | 09/08/2021 | Deportivo Saprissa | - | CS Herediano | 2:3 | ||||
| 4. Round | 12/08/2021 | CS Herediano | - | Municipal Pérez Zeledón | 1:0 | ||||
| 6. Round | 18/08/2021 | CS Herediano | - | AD San Carlos | 2:0 | |
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| 9. Round | 09/09/2021 | AD Guanacasteca | - | CS Herediano | 2:1 | ||||
| 10. Round | 12/09/2021 | Municipal Grecia | - | CS Herediano | 1:2 | ||||
| 15. Round | 12/10/2021 | Municipal Pérez Zeledón | - | CS Herediano | 0:1 | |
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| 16. Round | 17/10/2021 | CS Herediano | - | LD Alajuelense | 0:0 | ||||
| 17. Round | 23/10/2021 | AD San Carlos | - | CS Herediano | 0:0 | ||||
| 19. Round | 31/10/2021 | CS Cartaginés | - | CS Herediano | 0:1 | ||||
| 21. Round | 24/11/2021 | CS Herediano | - | Municipal Grecia | 2:0 | ||||
| 22. Round | 28/11/2021 | Sporting FC | - | CS Herediano | 0:2 |
Brazil