[10] Guadalupe FC 2-4 Santos de Guápiles [2] 2021-04-03 23:00
Stadium: Estadio Coyella Fonseca Round: 16
Head to Head
| 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 | 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 |
Home History
| Costa Rica Primera Division | 2021/04/01 02:00 | Deportivo Saprissa v Guadalupe FC | D | 1-1 |
| Costa Rica Primera Division | 2021/03/20 23:00 | Guadalupe FC v AD San Carlos | L | 1-2 |
| Costa Rica Primera Division | 2021/03/13 23:00 | Guadalupe FC v Cartagines | L | 0-3 |
| Costa Rica Primera Division | 2021/03/06 21:00 | Limon FC v Guadalupe FC | W | 1-7 |
| Costa Rica Primera Division | 2021/03/04 02:00 | Guadalupe FC v Alajuelense | L | 1-3 |
| Costa Rica Primera Division | 2021/02/27 21:00 | ADR Jicaral v Guadalupe FC | L | 3-2 |
| Costa Rica Primera Division | 2021/02/21 22:00 | Guadalupe FC v AD Grecia | D | 1-1 |
| Costa Rica Primera Division | 2021/02/16 01:00 | Municipal Perez Zeledon v Guadalupe FC | W | 1-3 |
Away History
| Costa Rica Primera Division | 2021/03/31 21:00 | Santos de Guápiles v Sporting San Jose | W | 3-1 |
| Costa Rica Primera Division | 2021/03/21 01:00 | Alajuelense v Santos de Guápiles | D | 1-1 |
| Costa Rica Primera Division | 2021/03/14 22:00 | Municipal Perez Zeledon v Santos de Guápiles | D | 1-1 |
| Costa Rica Primera Division | 2021/03/09 01:00 | Santos de Guápiles v Cartagines | W | 1-0 |
| Costa Rica Primera Division | 2021/03/04 21:00 | AD Grecia v Santos de Guápiles | W | 1-2 |
| Costa Rica Primera Division | 2021/02/28 01:00 | Santos de Guápiles v Deportivo Saprissa | D | 1-1 |
| Costa Rica Primera Division | 2021/02/20 21:00 | Limon FC v Santos de Guápiles | L | 3-2 |
| Costa Rica Primera Division | 2021/02/14 02:00 | Herediano v Santos de Guápiles | L | 2-1 |