| 2. Jornada | 17.01.2021 | CS Cartaginés | - | Guadalupe | 2:1 | ||||
| 3. Jornada | 21.01.2021 | AD San Carlos | - | Guadalupe | 1:0 | ||||
| 5. Jornada | 01.02.2021 | Santos de Guápiles | - | Guadalupe | 2:2 | ||||
| 6. Jornada | 04.02.2021 | CS Herediano | - | Guadalupe | 2:2 | ||||
| 7. Jornada | 06.02.2021 | Guadalupe | - | Sporting FC | 0:0 | ||||
| 13. Jornada | 14.03.2021 | Guadalupe | - | CS Cartaginés | 0:3 | ||||
| 21. Jornada | 02.05.2021 | Guadalupe | - | Jicaral | 0:0 |
Costa Rica