[8] Santos de Guápiles 1-3 Guadalupe FC [12] 2023-04-29 23:00
Stadium: Estadio Ebal Rodriguez Pitch: Artificial Turf Round: 21
Head to Head
| Costa Rica Primera Division | 2023/02/26 21:00 | Guadalupe FC v Santos de Guápiles | W | 1-3 |
| Costa Rica Primera Division | 2022/08/28 01:30 | Guadalupe FC v Santos de Guápiles | L | 3-0 |
| Costa Rica Primera Division | 2022/07/30 23:00 | Santos de Guápiles v Guadalupe FC | D | 3-3 |
| Costa Rica Primera Division | 2022/05/01 00:00 | Santos de Guápiles v Guadalupe FC | W | 6-0 |
| Costa Rica Primera Division | 2022/02/19 01:00 | Guadalupe FC v Santos de Guápiles | L | 4-1 |
| Costa Rica Primera Division | 2021/11/28 21:00 | Guadalupe FC v Santos de Guápiles | W | 0-5 |
| Costa Rica Primera Division | 2021/09/16 23:00 | Santos de Guápiles v Guadalupe FC | D | 2-2 |
| Costa Rica Primera Division | 2021/04/03 23:00 | Guadalupe FC v Santos de Guápiles | W | 2-4 |
| Costa Rica Primera Division | 2021/02/01 00:00 | Santos de Guápiles v Guadalupe FC | D | 2-2 |
| Costa Rica Primera Division | 2020/11/05 23:00 | Santos de Guápiles v Guadalupe FC | D | 1-1 |
| Costa Rica Primera Division | 2020/08/15 21:00 | Guadalupe FC v Santos de Guápiles | D | 2-2 |
| Costa Rica Primera Division | 2020/03/08 23:00 | Santos de Guápiles v Guadalupe FC | L | 3-4 |
| Costa Rica Primera Division | 2020/02/20 02:00 | Guadalupe FC v Santos de Guápiles | L | 1-0 |
| Costa Rica Primera Division | 2019/09/19 00:00 | Guadalupe FC v Santos de Guápiles | W | 2-4 |
| Costa Rica Primera Division | 2019/07/25 00:00 | Santos de Guápiles v Guadalupe FC | L | 0-2 |
| Costa Rica Primera Division | 2019/03/17 00:00 | Santos de Guápiles v Guadalupe FC | L | 1-2 |
| Costa Rica Primera Division | 2019/01/24 02:05 | Guadalupe FC v Santos de Guápiles | L | 2-0 |
| World Club Friendlies | 2018/12/15 21:00 | Santos de Guápiles v Guadalupe FC | L | 0-2 |
| Costa Rica Primera Division | 2018/10/13 21:00 | Santos de Guápiles v Guadalupe FC | L | 0-2 |
| Costa Rica Primera Division | 2018/08/19 21:00 | Guadalupe FC v Santos de Guápiles | L | 2-1 |
| Costa Rica Primera Division | 2018/02/18 21:00 | Guadalupe FC v Santos de Guápiles | W | 2-3 |
| Costa Rica Primera Division | 2018/01/07 21:00 | Santos de Guápiles v Guadalupe FC | D | 1-1 |
| Costa Rica Primera Division | 2017/10/15 19:00 | Guadalupe FC v Santos de Guápiles | W | 0-4 |
| Costa Rica Primera Division | 2017/08/31 02:00 | Santos de Guápiles v Guadalupe FC | L | 0-2 |