1. Round | 29/07/2021 | CS Herediano | - | Guadalupe | 0:1 | ||||
2. Round | 01/08/2021 | Guadalupe | - | AD San Carlos | 1:1 | ||||
3. Round | 07/08/2021 | AD Guanacasteca | - | Guadalupe | 0:1 | ||||
4. Round | 11/08/2021 | Guadalupe | - | Deportivo Saprissa | 1:1 | ||||
5. Round | 15/08/2021 | Municipal Pérez Zeledón | - | Guadalupe | 1:1 | ||||
6. Round | 18/08/2021 | Guadalupe | - | Sporting FC | 2:2 | ||||
9. Round | 07/09/2021 | Guadalupe | - | Municipal Grecia | 0:2 | ||||
10. Round | 12/09/2021 | Guadalupe | - | LD Alajuelense | 2:4 | ||||
11. Round | 17/09/2021 | Santos de Guápiles | - | Guadalupe | 2:2 | ||||
12. Round | 19/09/2021 | Guadalupe | - | CS Herediano | 0:2 | ||||
21. Round | 25/11/2021 | LD Alajuelense | - | Guadalupe | 1:0 | ||||
22. Round | 28/11/2021 | Guadalupe | - | Santos de Guápiles | 0:5 |