[15] Union Espanola 3-1 Santiago Wanderers [14] 2021-03-28 00:00
Stadium: Estadio Santa Laura Round: 1
Referee: Angelo Hermosilla Home Manager: Jorge Alberto Pellicer Barcelo Away Manager: Ronald Hugo Fuentes Nunez
Head to Head
| Chile Primera Division | 2020/11/20 00:00 | Santiago Wanderers v Union Espanola | L | 1-0 |
| Chile Primera Division | 2020/09/08 21:30 | Union Espanola v Santiago Wanderers | W | 2-1 |
| Chile Apertura | 2017/07/30 16:00 | Santiago Wanderers v Union Espanola | D | 0-0 |
| Chile Clausura | 2017/04/09 22:30 | Union Espanola v Santiago Wanderers | W | 1-0 |
| Chile Apertura | 2016/11/05 15:00 | Santiago Wanderers v Union Espanola | W | 0-2 |
| Chile Clausura | 2016/04/16 23:00 | Union Espanola v Santiago Wanderers | D | 2-2 |
| Chile Apertura | 2015/11/22 00:00 | Santiago Wanderers v Union Espanola | W | 1-2 |
| Chile Clausura | 2015/03/06 21:30 | Union Espanola v Santiago Wanderers | D | 2-2 |
| Chile Clausura | 2014/12/14 21:30 | Santiago Wanderers v Union Espanola | W | 2-3 |
| Chile Clausura | 2014/12/10 22:00 | Union Espanola v Santiago Wanderers | L | 2-4 |
| Chile Apertura | 2014/10/12 21:00 | Santiago Wanderers v Union Espanola | L | 1-0 |