| 1. Round | 12/01/2020 | Jicaral | - | Municipal Pérez Zeledón | 3:1 | ||||
| 2. Round | 16/01/2020 | CS Herediano | - | Jicaral | 1:0 | ||||
| 3. Round | 19/01/2020 | Jicaral | - | Limón FC | 2:1 |  |
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| 4. Round | 24/01/2020 | Santos de Guápiles | - | Jicaral | 0:0 | |
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| 5. Round | 26/01/2020 | Jicaral | - | AD San Carlos | 2:1 | ||||
| 6. Round | 29/01/2020 | Municipal Grecia | - | Jicaral | 1:0 | ||||
| 7. Round | 05/02/2020 | Jicaral | - | CS Cartaginés | 2:1 | ||||
| 8. Round | 09/02/2020 | La U Universitarios | - | Jicaral | 2:2 | ||||
| 12. Round | 01/03/2020 | Municipal Pérez Zeledón | - | Jicaral | 2:0 | ||||
| 13. Round | 04/03/2020 | Jicaral | - | CS Herediano | 1:1 | ||||
| 14. Round | 08/03/2020 | Limón FC | - | Jicaral | 0:1 | ||||
| 17. Round | 23/05/2020 | Jicaral | - | Municipal Grecia | 1:1 |  |
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| 18. Round | 27/05/2020 | CS Cartaginés | - | Jicaral | 4:2 | ||||
| 21. Round | 07/06/2020 | Guadalupe | - | Jicaral | 1:1 |
Chile