| 4. Ronde | 23.01.2020 | Guadalupe | - | AD San Carlos | 0:2 |  |
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| 9. Ronde | 13.02.2020 | LD Alajuelense | - | Guadalupe | 3:2 | ||||
| 14. Ronde | 09.03.2020 | Santos de Guápiles | - | Guadalupe | 3:4 | ||||
| 15. Ronde | 16.03.2020 | AD San Carlos | - | Guadalupe | 2:2 | ||||
| 18. Ronde | 28.05.2020 | Guadalupe | - | Municipal Pérez Zeledón | 3:1 | ||||
| 22. Ronde | 11.06.2020 | CS Cartaginés | - | Guadalupe | 0:0 |
Costa Rica