| 1. Round | 12/01/2020 | Municipal Grecia | - | CS Herediano | 3:3 | ||||
| 2. Round | 16/01/2020 | CS Herediano | - | Jicaral | 1:0 |  |
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| 3. Round | 19/01/2020 | LD Alajuelense | - | CS Herediano | 0:0 | |
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| 4. Round | 22/01/2020 | Limón FC | - | CS Herediano | 0:2 | ||||
| 14. Round | 09/03/2020 | CS Herediano | - | LD Alajuelense | 3:3 | ||||
| 21. Round | 08/06/2020 | AD San Carlos | - | CS Herediano | 1:3 | |
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| 22. Round | 10/06/2020 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 |
Costa Rica