| 1. Ronde | 15.01.2021 | CS Cartaginés | - | Santos de Guápiles | 1:0 | ||||
| 2. Ronde | 17.01.2021 | CS Cartaginés | - | Guadalupe | 2:1 | ||||
| 3. Ronde | 22.01.2021 | Municipal Pérez Zeledón | - | CS Cartaginés | 2:1 | ||||
| 4. Ronde | 25.01.2021 | CS Cartaginés | - | Limón FC | 1:1 |  |
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| 5. Ronde | 31.01.2021 | Deportivo Saprissa | - | CS Cartaginés | 4:1 | ||||
| 9. Ronde | 21.02.2021 | CS Cartaginés | - | LD Alajuelense | 1:1 | |
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| 10. Ronde | 27.02.2021 | Municipal Grecia | - | CS Cartaginés | 1:2 | ||||
| 11. Ronde | 03.03.2021 | CS Cartaginés | - | Jicaral | 1:1 | ||||
| 12. Ronde | 09.03.2021 | Santos de Guápiles | - | CS Cartaginés | 1:0 | ||||
| 13. Ronde | 14.03.2021 | Guadalupe | - | CS Cartaginés | 0:3 | ||||
| 14. Ronde | 20.03.2021 | CS Cartaginés | - | Municipal Pérez Zeledón | 0:0 | |
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| 15. Ronde | 31.03.2021 | Limón FC | - | CS Cartaginés | 1:1 | ||||
| 16. Ronde | 04.04.2021 | CS Cartaginés | - | Deportivo Saprissa | 0:0 | ||||
| 20. Ronde | 25.04.2021 | LD Alajuelense | - | CS Cartaginés | 4:1 | |
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| 21. Ronde | 01.05.2021 | CS Cartaginés | - | Municipal Grecia | 2:0 |
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