| 6. Ronde | 31.01.2020 | Guadalupe | - | CS Herediano | 0:0 | ||||
| 7. Ronde | 06.02.2020 | CS Herediano | - | La U Universitarios | 5:2 |  |
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| 8. Ronde | 09.02.2020 | Santos de Guápiles | - | CS Herediano | 1:1 | |
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| 9. Ronde | 13.02.2020 | CS Herediano | - | CS Cartaginés | 3:0 | ||||
| 10. Ronde | 16.02.2020 | CS Herediano | - | AD San Carlos | 3:3 | |
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| 11. Ronde | 23.02.2020 | Municipal Pérez Zeledón | - | CS Herediano | 0:1 | ||||
| 12. Ronde | 29.02.2020 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 13. Ronde | 04.03.2020 | Jicaral | - | CS Herediano | 1:1 |  |
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| 14. Ronde | 09.03.2020 | CS Herediano | - | LD Alajuelense | 3:3 | ||||
| 15. Ronde | 16.03.2020 | CS Herediano | - | Limón FC | 0:1 | ||||
| 16. Ronde | 21.05.2020 | Deportivo Saprissa | - | CS Herediano | 1:0 | ||||
| 17. Ronde | 25.05.2020 | CS Herediano | - | Guadalupe | 0:0 | |
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| 18. Ronde | 28.05.2020 | La U Universitarios | - | CS Herediano | 1:2 | |
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| 19. Ronde | 31.05.2020 | CS Herediano | - | Santos de Guápiles | 3:1 | ||||
| 20. Ronde | 04.06.2020 | CS Cartaginés | - | CS Herediano | 1:4 | |
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| 21. Ronde | 08.06.2020 | AD San Carlos | - | CS Herediano | 1:3 | |
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Costa Rica