| 1. Ronde | 15.01.2021 | CS Cartaginés | - | Santos de Guápiles | 1:0 | ||||
| 2. Ronde | 17.01.2021 | Santos de Guápiles | - | Municipal Pérez Zeledón | 2:0 |  |
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| 4. Ronde | 24.01.2021 | Sporting FC | - | Santos de Guápiles | 0:1 | ||||
| 3. Ronde | 28.01.2021 | Santos de Guápiles | - | LD Alajuelense | 0:3 | ||||
| 5. Ronde | 01.02.2021 | Santos de Guápiles | - | Guadalupe | 2:2 | ||||
| 6. Ronde | 03.02.2021 | Jicaral | - | Santos de Guápiles | 0:1 | ||||
| 7. Ronde | 08.02.2021 | Santos de Guápiles | - | AD San Carlos | 3:1 | ||||
| 8. Ronde | 14.02.2021 | CS Herediano | - | Santos de Guápiles | 2:1 |  |
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| 9. Ronde | 20.02.2021 | Limón FC | - | Santos de Guápiles | 3:2 | ||||
| 14. Ronde | 21.03.2021 | LD Alajuelense | - | Santos de Guápiles | 1:1 | |
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| 15. Ronde | 31.03.2021 | Santos de Guápiles | - | Sporting FC | 3:1 | ||||
| 16. Ronde | 04.04.2021 | Guadalupe | - | Santos de Guápiles | 2:4 | |
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| 21. Ronde | 03.05.2021 | Deportivo Saprissa | - | Santos de Guápiles | 3:1 | |
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| 22. Ronde | 13.05.2021 | Santos de Guápiles | - | Municipal Grecia | 2:2 |
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