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 |
Home History
| Chile Apertura | 2016/12/08 21:00 | Union Espanola v San Luis Quillota | W | 1-0 |
| Chile Apertura | 2016/12/04 20:00 | Union Espanola v CD Antofagasta | W | 2-1 |
| Chile Apertura | 2016/11/28 20:00 | Palestino v Union Espanola | L | 2-0 |
| Chile Apertura | 2016/11/19 21:00 | Union Espanola v Universidad de Chile | L | 2-3 |
| Chile Cup | 2016/11/14 23:30 | Everton de Vina v Union Espanola | D | 0-0 |
| Chile Cup | 2016/11/10 23:30 | Union Espanola v Everton de Vina | L | 1-2 |
| Chile Apertura | 2016/11/05 15:00 | Santiago Wanderers v Union Espanola | W | 0-2 |
| Chile Apertura | 2016/10/29 18:30 | Cobresal v Union Espanola | W | 0-2 |
Away History
| Chile Apertura | 2016/12/08 21:00 | O'Higgins v Santiago Wanderers | W | 4-0 |
| Chile Apertura | 2016/12/04 20:00 | Universidad de Concepcion v O'Higgins | L | 3-1 |
| Chile Apertura | 2016/11/26 20:30 | O'Higgins v Colo Colo | W | 1-0 |
| Chile Apertura | 2016/11/19 18:30 | Everton de Vina v O'Higgins | D | 2-2 |
| Chile Apertura | 2016/11/05 21:00 | O'Higgins v CD Antofagasta | W | 3-1 |
| Chile Apertura | 2016/10/31 18:30 | O'Higgins v Palestino | W | 3-2 |
| Chile Apertura | 2016/10/16 21:00 | Universidad de Chile v O'Higgins | D | 0-0 |
| Chile Apertura | 2016/10/01 18:00 | Cobresal v O'Higgins | L | 2-1 |