Head to Head
| Copa Sudamericana | 2016/08/11 00:00 | Montevideo Wanderers v O'Higgins | D | 0-0 |
Home History
| Chile Apertura | 2016/08/13 16:00 | Deportes Iquique v O'Higgins | D | 1-1 |
| Copa Sudamericana | 2016/08/11 00:00 | Montevideo Wanderers v O'Higgins | D | 0-0 |
| Chile Apertura | 2016/08/06 00:30 | O'Higgins v Universidad Catolica | D | 1-1 |
| Chile Apertura | 2016/07/30 00:00 | San Luis Quillota v O'Higgins | W | 0-1 |
| Chile Cup | 2016/07/16 19:00 | O'Higgins v Rangers de Talca | W | 3-1 |
| Chile Cup | 2016/07/09 22:00 | Rangers de Talca v O'Higgins | W | 1-3 |
| Chile Clausura | 2016/05/15 20:00 | O'Higgins v Santiago Wanderers | W | 1-0 |
| Chile Clausura | 2016/05/11 23:00 | Santiago Wanderers v O'Higgins | D | 0-0 |
Away History
| Copa Sudamericana | 2016/08/11 00:00 | Montevideo Wanderers v O'Higgins | D | 0-0 |
| Uruguay Clausura | 2016/06/04 18:00 | Montevideo Wanderers v Rentistas | W | 2-1 |
| Uruguay Clausura | 2016/05/28 18:00 | Danubio v Montevideo Wanderers | W | 1-4 |
| Uruguay Clausura | 2016/05/21 18:00 | Montevideo Wanderers v Penarol | W | 4-1 |
| Uruguay Clausura | 2016/05/14 18:00 | Racing Club de Montevideo v Montevideo Wanderers | W | 1-3 |
| Uruguay Clausura | 2016/05/07 18:00 | Montevideo Wanderers v IA Sud America | L | 0-2 |
| Uruguay Clausura | 2016/04/30 16:00 | Atletico Fenix Montevideo v Montevideo Wanderers | L | 2-1 |
| Uruguay Clausura | 2016/04/23 18:30 | Montevideo Wanderers v Defensor Sporting | D | 0-0 |