| 1. Ronde | 21.07.2019 | La U Universitarios | - | CS Herediano | 0:1 | ||||
| 2. Ronde | 25.07.2019 | CS Herediano | - | Municipal Grecia | 3:0 | ||||
| 3. Ronde | 28.07.2019 | LD Alajuelense | - | CS Herediano | 3:2 |  |
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| 4. Ronde | 04.08.2019 | CS Herediano | - | Jicaral | 1:2 | ||||
| 5. Ronde | 12.08.2019 | CS Cartaginés | - | CS Herediano | 1:1 |  |
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| 6. Ronde | 15.08.2019 | CS Herediano | - | Limón FC | 3:2 | |
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| 7. Ronde | 18.08.2019 | CS Herediano | - | Guadalupe | 2:0 | |
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| 11. Ronde | 08.09.2019 | CS Herediano | - | Municipal Pérez Zeledón | 4:1 | |
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| 12. Ronde | 11.09.2019 | CS Herediano | - | La U Universitarios | 0:0 | ||||
| 8. Ronde | 16.09.2019 | AD San Carlos | - | CS Herediano | 1:0 | ||||
| 13. Ronde | 18.09.2019 | Municipal Grecia | - | CS Herediano | 2:2 | |
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| 14. Ronde | 23.09.2019 | CS Herediano | - | LD Alajuelense | 0:1 | ||||
| 15. Ronde | 29.09.2019 | Jicaral | - | CS Herediano | 1:2 | |
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| 16. Ronde | 07.10.2019 | CS Herediano | - | CS Cartaginés | 3:0 | |
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| 18. Ronde | 17.10.2019 | Guadalupe | - | CS Herediano | 1:1 | ||||
| 19. Ronde | 20.10.2019 | CS Herediano | - | AD San Carlos | 3:1 | ||||
| 20. Ronde | 27.10.2019 | Deportivo Saprissa | - | CS Herediano | 2:1 | ||||
| 21. Ronde | 03.11.2019 | CS Herediano | - | Santos de Guápiles | 6:2 |
Costa Rica