Head to Head
| Costa Rica Primera Division | 2020/03/08 23:00 | Santos de Guápiles v Guadalupe FC | W | 3-4 |
| Costa Rica Primera Division | 2020/02/20 02:00 | Guadalupe FC v Santos de Guápiles | W | 1-0 |
| Costa Rica Primera Division | 2019/09/19 00:00 | Guadalupe FC v Santos de Guápiles | L | 2-4 |
| Costa Rica Primera Division | 2019/07/25 00:00 | Santos de Guápiles v Guadalupe FC | W | 0-2 |
| Costa Rica Primera Division | 2019/03/17 00:00 | Santos de Guápiles v Guadalupe FC | W | 1-2 |
| Costa Rica Primera Division | 2019/01/24 02:05 | Guadalupe FC v Santos de Guápiles | W | 2-0 |
| World Club Friendlies | 2018/12/15 21:00 | Santos de Guápiles v Guadalupe FC | W | 0-2 |
| Costa Rica Primera Division | 2018/10/13 21:00 | Santos de Guápiles v Guadalupe FC | W | 0-2 |
Home History
| Costa Rica Primera Division | 2020/06/11 02:00 | Cartagines v Guadalupe FC | D | 0-0 |
| Costa Rica Primera Division | 2020/06/07 21:00 | Guadalupe FC v ADR Jicaral | D | 1-1 |
| Costa Rica Primera Division | 2020/06/05 01:00 | Guadalupe FC v Alajuelense | W | 3-0 |
| Costa Rica Primera Division | 2020/05/30 21:00 | AD Grecia v Guadalupe FC | L | 2-0 |
| Costa Rica Primera Division | 2020/05/28 21:00 | Guadalupe FC v Municipal Perez Zeledon | W | 3-1 |
| Costa Rica Primera Division | 2020/05/25 00:00 | Herediano v Guadalupe FC | D | 0-0 |
| Costa Rica Primera Division | 2020/05/19 21:00 | Guadalupe FC v Limon FC | W | 1-0 |
| Costa Rica Primera Division | 2020/03/16 00:00 | AD San Carlos v Guadalupe FC | D | 2-2 |
Away History
| Costa Rica Primera Division | 2020/06/08 01:00 | Alajuelense v Santos de Guápiles | L | 1-0 |
| Costa Rica Primera Division | 2020/06/03 23:10 | Santos de Guápiles v Municipal Perez Zeledon | W | 3-1 |
| Costa Rica Primera Division | 2020/05/31 01:00 | Herediano v Santos de Guápiles | L | 3-1 |
| Costa Rica Primera Division | 2020/05/27 23:30 | AD San Carlos v Santos de Guápiles | L | 3-0 |
| Costa Rica Primera Division | 2020/05/24 02:00 | Santos de Guápiles v Deportivo Saprissa | L | 2-4 |
| Costa Rica Primera Division | 2020/05/20 21:00 | Marineros de PFC v Santos de Guápiles | W | 1-3 |
| Costa Rica Primera Division | 2020/03/15 21:00 | ADR Jicaral v Santos de Guápiles | L | 6-2 |
| Costa Rica Primera Division | 2020/03/08 23:00 | Santos de Guápiles v Guadalupe FC | L | 3-4 |