| 6. Ronde | 13.09.2020 | Municipal Grecia | - | Guadalupe | 0:1 |  |
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| 7. Ronde | 20.09.2020 | CS Herediano | - | Guadalupe | 3:1 | ||||
| 8. Ronde | 27.09.2020 | Guadalupe | - | Municipal Pérez Zeledón | 4:1 | ||||
| 9. Ronde | 04.10.2020 | Guadalupe | - | LD Alajuelense | 1:2 | |
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| 11. Ronde | 30.10.2020 | Guadalupe | - | CS Cartaginés | 1:0 | ||||
| 12. Ronde | 01.11.2020 | Jicaral | - | Guadalupe | 3:1 | ||||
| 10. Ronde | 06.11.2020 | Santos de Guápiles | - | Guadalupe | 1:1 | ||||
| 13. Ronde | 09.11.2020 | Guadalupe | - | Sporting FC | 2:2 | ||||
| 14. Ronde | 11.11.2020 | Limón FC | - | Guadalupe | 2:1 | |
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| 15. Ronde | 15.11.2020 | Deportivo Saprissa | - | Guadalupe | 5:1 |
Costa Rica