| 8. Ronde | 20.02.2023 | AD San Carlos | - | Guadalupe | 2:0 | ||||
| 9. Ronde | 23.02.2023 | Guadalupe | - | Municipal Pérez Zeledón | 1:1 |  |
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| 10. Ronde | 26.02.2023 | Guadalupe | - | Santos de Guápiles | 1:3 | |
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| 11. Ronde | 04.03.2023 | LD Alajuelense | - | Guadalupe | 4:0 | ||||
| 12. Ronde | 13.03.2023 | Guadalupe | - | CS Herediano | 0:4 | ||||
| 13. Ronde | 19.03.2023 | Deportivo Saprissa | - | Guadalupe | 2:1 | ||||
| 14. Ronde | 25.03.2023 | Guadalupe | - | Sporting FC | 1:1 | ||||
| 15. Ronde | 31.03.2023 | CS Cartaginés | - | Guadalupe | 3:2 |  |
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| 16. Ronde | 04.04.2023 | Puntarenas FC | - | Guadalupe | 1:2 | ||||
| 17. Ronde | 11.04.2023 | Guadalupe | - | Municipal Grecia | 1:1 | ||||
| 18. Ronde | 16.04.2023 | AD Guanacasteca | - | Guadalupe | 2:0 | ||||
| 19. Ronde | 20.04.2023 | Guadalupe | - | AD San Carlos | 2:3 | ||||
| 20. Ronde | 23.04.2023 | Municipal Pérez Zeledón | - | Guadalupe | 3:1 | ||||
| 21. Ronde | 30.04.2023 | Santos de Guápiles | - | Guadalupe | 1:3 | ||||
| 22. Ronde | 07.05.2023 | Guadalupe | - | LD Alajuelense | 3:2 |
Costa Rica