| Primera | 01/09/19 | Municipal Grecia | - | Guadalupe | 2:1 |  |
|||
| Primera | 27/10/19 | Guadalupe | - | Municipal Grecia | 2:1 | |
|||
| Primera | 16/02/20 | Jicaral | - | Guadalupe | 0:0 | ||||
| Primera | 07/06/20 | Guadalupe | - | Jicaral | 1:1 | ||||
| Primera | 01/11/20 | Jicaral | - | Guadalupe | 3:1 | ||||
| Primera | 27/02/21 | Jicaral | - | Guadalupe | 3:2 | ||||
| Primera | 01/05/21 | Guadalupe | - | Jicaral | 0:0 | ||||
| Primera | 28/08/21 | Jicaral | - | Guadalupe | 0:0 | ||||
| Primera | 12/02/22 | Jicaral | - | Guadalupe | 2:0 | |
|||
| Primera | 22/09/22 | Guadalupe | - | AD San Carlos | 2:1 | |
|||
| Primera | 26/01/23 | Sporting FC | - | Guadalupe | 2:0 | |
|||
| Primera | 24/03/23 | Guadalupe | - | Sporting FC | 1:1 |
Costa Rica