| 4. Jornada | 23.01.2020 | Deportivo Saprissa | - | Municipal Pérez Zeledón | 0:0 | ||||
| 6. Jornada | 30.01.2020 | CS Cartaginés | - | Municipal Pérez Zeledón | 0:3 | ||||
| 7. Jornada | 06.02.2020 | Municipal Pérez Zeledón | - | Guadalupe | 1:1 | ||||
| 9. Jornada | 14.02.2020 | Municipal Pérez Zeledón | - | Santos de Guápiles | 3:3 | ||||
| 10. Jornada | 16.02.2020 | La U Universitarios | - | Municipal Pérez Zeledón | 2:0 | ||||
| 12. Jornada | 01.03.2020 | Municipal Pérez Zeledón | - | Jicaral | 2:0 |  |
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| 13. Jornada | 05.03.2020 | LD Alajuelense | - | Municipal Pérez Zeledón | 2:0 | ||||
| 16. Jornada | 20.05.2020 | Municipal Grecia | - | Municipal Pérez Zeledón | 1:0 | ||||
| 17. Jornada | 24.05.2020 | Municipal Pérez Zeledón | - | CS Cartaginés | 0:1 | ||||
| 18. Jornada | 28.05.2020 | Guadalupe | - | Municipal Pérez Zeledón | 3:1 | ||||
| 19. Jornada | 31.05.2020 | Municipal Pérez Zeledón | - | Limón FC | 1:1 | ||||
| 20. Jornada | 04.06.2020 | Santos de Guápiles | - | Municipal Pérez Zeledón | 3:1 | ||||
| 21. Jornada | 08.06.2020 | Municipal Pérez Zeledón | - | La U Universitarios | 3:2 | |
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| 22. Jornada | 10.06.2020 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 |
Jamaica