| 3. Jornada | 21.01.2021 | AD San Carlos | - | Guadalupe | 1:0 | ||||
| 4. Jornada | 26.01.2021 | Guadalupe | - | Deportivo Saprissa | 2:2 | ||||
| 5. Jornada | 01.02.2021 | Santos de Guápiles | - | Guadalupe | 2:2 | ||||
| 8. Jornada | 16.02.2021 | Municipal Pérez Zeledón | - | Guadalupe | 1:3 | ||||
| 9. Jornada | 21.02.2021 | Guadalupe | - | Municipal Grecia | 1:1 | ||||
| 10. Jornada | 27.02.2021 | Jicaral | - | Guadalupe | 3:2 |
Costa Rica