| Primera | 08/09/19 | AD San Carlos | - | Guadalupe | 3:1 |  |
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| Primera | 21/11/19 | Guadalupe | - | AD San Carlos | 2:2 | ||||
| Primera | 23/01/20 | Guadalupe | - | AD San Carlos | 0:2 | ||||
| Primera | 16/03/20 | AD San Carlos | - | Guadalupe | 2:2 | ||||
| Primera | 06/12/20 | Guadalupe | - | AD San Carlos | 3:0 | ||||
| Primera | 20/04/22 | AD San Carlos | - | Guadalupe | 2:1 | ||||
| Primera | 22/09/22 | Guadalupe | - | AD San Carlos | 2:1 | ||||
| Primera | 19/03/23 | AD San Carlos | - | LD Alajuelense | 2:2 | ||||
| Primera | 04/11/23 | AD San Carlos | - | Puntarenas FC | 2:1 | ||||
| Primera | 17/01/24 | Santos de Guápiles | - | AD San Carlos | 2:4 |
Costa Rica