| Primera | 25/07/19 | Santos de Guápiles | - | Guadalupe | 0:2 | ||||
| Primera | 13/02/20 | LD Alajuelense | - | Guadalupe | 3:2 |  |
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| Primera | 26/09/20 | Guadalupe | - | Municipal Pérez Zeledón | 4:1 | ||||
| Primera | 01/04/21 | Deportivo Saprissa | - | Guadalupe | 1:1 | ||||
| Primera | 25/04/21 | Municipal Grecia | - | Guadalupe | 0:0 | ||||
| Primera | 14/02/23 | Sporting FC | - | AD San Carlos | 1:1 | ||||
| Primera | 09/04/23 | Sporting FC | - | AD Guanacasteca | 2:0 | ||||
| Primera | 11/02/24 | Municipal Pérez Zeledón | - | Puntarenas FC | 1:0 |
Costa Rica