| 4. Ronde | 23.01.2020 | Guadalupe | - | AD San Carlos | 0:2 | ||||
| 9. Ronde | 13.02.2020 | LD Alajuelense | - | Guadalupe | 3:2 | ||||
| 3. Ronde | 20.02.2020 | Guadalupe | - | Santos de Guápiles | 1:0 | ||||
| 11. Ronde | 22.02.2020 | Guadalupe | - | CS Cartaginés | 0:0 | ||||
| 12. Ronde | 01.03.2020 | La U Universitarios | - | Guadalupe | 3:0 | ||||
| 13. Ronde | 06.03.2020 | Guadalupe | - | Deportivo Saprissa | 2:1 | ||||
| 14. Ronde | 09.03.2020 | Santos de Guápiles | - | Guadalupe | 3:4 | ||||
| 15. Ronde | 16.03.2020 | AD San Carlos | - | Guadalupe | 2:2 |  |
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| 16. Ronde | 19.05.2020 | Guadalupe | - | Limón FC | 1:0 | ||||
| 17. Ronde | 25.05.2020 | CS Herediano | - | Guadalupe | 0:0 | ||||
| 18. Ronde | 28.05.2020 | Guadalupe | - | Municipal Pérez Zeledón | 3:1 | ||||
| 19. Ronde | 30.05.2020 | Municipal Grecia | - | Guadalupe | 2:0 | ||||
| 20. Ronde | 05.06.2020 | Guadalupe | - | LD Alajuelense | 3:0 | ||||
| 21. Ronde | 07.06.2020 | Guadalupe | - | Jicaral | 1:1 | ||||
| 22. Ronde | 11.06.2020 | CS Cartaginés | - | Guadalupe | 0:0 | |
Costa Rica
Nicaragua