| 5. Ronde | 12.08.2019 | CS Cartaginés | - | CS Herediano | 1:1 | ||||
| 7. Ronde | 18.08.2019 | CS Herediano | - | Guadalupe | 2:0 |  |
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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 | ||||
| 17. Ronde | 09.10.2019 | Limón FC | - | CS Herediano | 1:0 | ||||
| 9. Ronde | 13.10.2019 | CS Herediano | - | Deportivo Saprissa | 4:0 | ||||
| 18. Ronde | 17.10.2019 | Guadalupe | - | CS Herediano | 1:1 | |
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| 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