Head to Head
| Chile Cup | 2014/05/29 23:00 | Santiago Wanderers v O'Higgins | W | 2-0 |
| Chile Cup | 2014/05/25 19:30 | O'Higgins v Santiago Wanderers | W | 1-4 |
Home History
| Chile Apertura | 2014/10/25 18:30 | Santiago Wanderers v San Marcos De Arica | W | 2-1 |
| Chile Apertura | 2014/10/18 15:30 | Palestino v Santiago Wanderers | W | 0-1 |
| Chile Cup | 2014/10/15 23:00 | Santiago Wanderers v Union San Felipe | L | 5-7 |
| Chile Apertura | 2014/10/12 21:00 | Santiago Wanderers v Union Espanola | W | 1-0 |
| Chile Cup | 2014/10/08 18:30 | Union San Felipe v Santiago Wanderers | W | 1-2 |
| Chile Apertura | 2014/09/27 15:30 | Universidad de Concepcion v Santiago Wanderers | W | 1-3 |
| Chile Apertura | 2014/09/13 15:30 | Santiago Wanderers v Cobresal | W | 4-1 |
| Chile Cup | 2014/09/03 23:00 | San Luis Quillota v Santiago Wanderers | D | 1-1 |
Away History
| Chile Apertura | 2014/10/25 23:30 | O'Higgins v Huachipato | W | 3-0 |
| Chile Apertura | 2014/10/19 00:00 | Deportes Iquique v O'Higgins | D | 0-0 |
| Chile Apertura | 2014/10/04 18:30 | O'Higgins v Palestino | L | 0-1 |
| Chile Apertura | 2014/09/27 21:00 | Barnechea v O'Higgins | W | 1-2 |
| Chile Apertura | 2014/09/13 21:00 | O'Higgins v Union Espanola | L | 1-3 |
| Chile Cup | 2014/09/03 19:00 | Barnechea v O'Higgins | W | 1-3 |
| Chile Apertura | 2014/08/31 16:00 | Universidad Catolica v O'Higgins | D | 2-2 |
| Chile Apertura | 2014/08/23 19:30 | Nublense v O'Higgins | D | 1-1 |