Head to Head
| Chile Cup | 2016/09/21 21:30 | O'Higgins v Union Espanola | W | 1-2 |
| Chile Cup | 2016/09/15 21:30 | Union Espanola v O'Higgins | W | 4-0 |
| Chile Apertura | 2016/08/27 23:00 | Union Espanola v O'Higgins | D | 1-1 |
| Chile Clausura | 2016/03/18 23:30 | O'Higgins v Union Espanola | D | 0-0 |
| Chile Apertura | 2015/10/24 15:30 | Union Espanola v O'Higgins | L | 1-2 |
| Chile Clausura | 2015/02/22 00:00 | Union Espanola v O'Higgins | L | 1-2 |
| Chile Apertura | 2014/09/13 21:00 | O'Higgins v Union Espanola | W | 1-3 |