Home History
| Chile Apertura | 2014/07/20 19:30 | Union La Calera v O'Higgins | W | 1-2 |
| Chile Cup | 2014/07/16 19:30 | San Luis Quillota v O'Higgins | W | 1-2 |
| Chile Cup | 2014/05/29 23:00 | Santiago Wanderers v O'Higgins | L | 2-0 |
| Chile Cup | 2014/05/25 19:30 | O'Higgins v Santiago Wanderers | L | 1-4 |
| Chile Super Cup | 2014/05/03 20:30 | O'Higgins v Deportes Iquique | W | 3-2 |
Away History
| Chile Cup | 2014/07/16 19:30 | San Luis Quillota v O'Higgins | L | 1-2 |
| Chile Primera B | 2014/05/28 23:00 | Barnechea v San Luis Quillota | L | 4-3 |
| Chile Primera B | 2014/05/26 00:00 | San Luis Quillota v Barnechea | L | 0-1 |
| Chile Primera B | 2014/05/21 22:00 | Coquimbo Unido v San Luis Quillota | W | 5-6 |
| Chile Primera B | 2014/05/18 18:30 | San Luis Quillota v Coquimbo Unido | W | 2-1 |
| Chile Primera B | 2014/04/05 23:00 | Curico Unido v San Luis Quillota | L | 2-1 |