| 1. Jornada | 12.01.2020 | Municipal Grecia | - | CS Herediano | 3:3 | ||||
| 2. Jornada | 16.01.2020 | CS Herediano | - | Jicaral | 1:0 |  |
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| 3. Jornada | 19.01.2020 | LD Alajuelense | - | CS Herediano | 0:0 | |
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| 4. Jornada | 22.01.2020 | Limón FC | - | CS Herediano | 0:2 | ||||
| 14. Jornada | 09.03.2020 | CS Herediano | - | LD Alajuelense | 3:3 | ||||
| 21. Jornada | 08.06.2020 | AD San Carlos | - | CS Herediano | 1:3 | |
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| 22. Jornada | 10.06.2020 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 |
Costa Rica