| 2. Jornada | 25.07.2019 | CS Herediano | - | Municipal Grecia | 3:0 | ||||
| 12. Jornada | 11.09.2019 | CS Herediano | - | La U Universitarios | 0:0 | ||||
| 8. Jornada | 16.09.2019 | AD San Carlos | - | CS Herediano | 1:0 |  |
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| 13. Jornada | 18.09.2019 | Municipal Grecia | - | CS Herediano | 2:2 |  |
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| 14. Jornada | 23.09.2019 | CS Herediano | - | LD Alajuelense | 0:1 | ||||
| 16. Jornada | 07.10.2019 | CS Herediano | - | CS Cartaginés | 3:0 | ||||
| 17. Jornada | 09.10.2019 | Limón FC | - | CS Herediano | 1:0 | ||||
| 9. Jornada | 13.10.2019 | CS Herediano | - | Deportivo Saprissa | 4:0 | |
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| 18. Jornada | 17.10.2019 | Guadalupe | - | CS Herediano | 1:1 | ||||
| 19. Jornada | 20.10.2019 | CS Herediano | - | AD San Carlos | 3:1 | |
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| 20. Jornada | 27.10.2019 | Deportivo Saprissa | - | CS Herediano | 2:1 | ||||
| 22. Jornada | 17.11.2019 | Municipal Pérez Zeledón | - | CS Herediano | 1:0 | |
Costa Rica