| 9. Round | 08/09/2021 | CS Cartaginés | - | Municipal Pérez Zeledón | 2:1 | ||||
| 10. Round | 12/09/2021 | CS Cartaginés | - | Santos de Guápiles | 1:2 |  |
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| 13. Round | 25/09/2021 | AD Guanacasteca | - | CS Cartaginés | 2:1 | ||||
| 14. Round | 03/10/2021 | CS Cartaginés | - | LD Alajuelense | 1:0 | ||||
| 15. Round | 13/10/2021 | AD San Carlos | - | CS Cartaginés | 0:1 |  |
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| 16. Round | 19/10/2021 | CS Cartaginés | - | Sporting FC | 1:0 | ||||
| 17. Round | 24/10/2021 | Deportivo Saprissa | - | CS Cartaginés | 1:1 | ||||
| 18. Round | 27/10/2021 | Guadalupe | - | CS Cartaginés | 1:1 | |
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| 19. Round | 31/10/2021 | CS Cartaginés | - | CS Herediano | 0:1 |
Costa Rica