| Primera | 07/08/21 | AD Guanacasteca | - | Guadalupe | 0:1 |  |
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| Primera | 17/09/21 | Santos de Guápiles | - | Guadalupe | 2:2 | ||||
| Primera | 16/01/22 | LD Alajuelense | - | Guadalupe | 1:0 | ||||
| Primera | 08/04/22 | CS Cartaginés | - | Guadalupe | 4:1 | ||||
| Primera | 15/05/22 | Guadalupe | - | AD Guanacasteca | 0:0 |  |
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| Primera | 22/08/22 | Sporting FC | - | Guadalupe | 4:2 | ||||
| Primera | 22/09/22 | Guadalupe | - | AD San Carlos | 2:1 | ||||
| Primera | 31/03/23 | CS Cartaginés | - | Guadalupe | 3:2 | |
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| Primera | 07/08/23 | Deportivo Saprissa | - | CS Herediano | 1:2 | ||||
| Primera | 28/01/24 | Sporting FC | - | Deportivo Saprissa | 0:2 | |
Costa Rica