[10] Guadalupe FC 2-4 Santos de Guápiles [2] 2021-01-16 01:00
Stadium: Estadio Coyella Fonseca Round: 16
Head to Head
| 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 |
| Costa Rica Primera Division | 2019/01/24 02:05 | Guadalupe FC v Santos de Guápiles | W | 2-0 |
Home History
| Costa Rica Primera Division | 2020/12/06 21:00 | Guadalupe FC v AD San Carlos | W | 3-0 |
| Costa Rica Primera Division | 2020/11/15 22:00 | Deportivo Saprissa v Guadalupe FC | L | 5-1 |
| Costa Rica Primera Division | 2020/11/11 21:00 | Limon FC v Guadalupe FC | L | 2-1 |
| Costa Rica Primera Division | 2020/11/08 23:00 | Guadalupe FC v Sporting San Jose | 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 | 2020/11/01 20:00 | ADR Jicaral v Guadalupe FC | L | 3-1 |
| Costa Rica Primera Division | 2020/10/30 01:00 | Guadalupe FC v Cartagines | W | 1-0 |
| Costa Rica Primera Division | 2020/10/04 00:00 | Guadalupe FC v Alajuelense | L | 1-2 |
Away History
| Costa Rica Primera Division | 2021/01/15 02:00 | Cartagines v Santos de Guápiles | L | 1-0 |
| Costa Rica Primera Division | 2020/12/05 20:00 | Sporting San Jose v Santos de Guápiles | L | 3-1 |
| Costa Rica Primera Division | 2020/11/19 01:00 | Santos de Guápiles v Deportivo Saprissa | D | 0-0 |
| Costa Rica Primera Division | 2020/11/14 23:00 | Santos de Guápiles v Limon FC | D | 0-0 |
| Costa Rica Primera Division | 2020/11/11 17:00 | Cartagines v Santos de Guápiles | L | 3-0 |
| Costa Rica Primera Division | 2020/11/09 01:00 | Santos de Guápiles v ADR Jicaral | D | 1-1 |
| Costa Rica Primera Division | 2020/11/05 23:00 | Santos de Guápiles v Guadalupe FC | D | 1-1 |
| Costa Rica Primera Division | 2020/11/03 01:00 | AD San Carlos v Santos de Guápiles | L | 2-0 |