| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Copa Chile 2008/09 | Segunda Fase Clasificatoria - 1 | 18/09/2008 | San Juan de Coyhaique | 0 - 6 | Santiago Wanderers | Regional, Coyhaique | Jara Garrido, John | [41] | ||
| 2 | Copa Chile 2008/09 | Dieciseisavos de final - 1 | 02/10/2008 | Santiago Wanderers | 1 - 0 | Universidad de Chile | Playa Ancha, Valparaíso | Selman, Rubén | [41] | ||
| 3 | Copa Chile 2008/09 | Octavos de final - 1 | 22/10/2008 | Santiago Wanderers | 2 - 2 (4-3) | Audax Italiano | Playa Ancha, Valparaíso | Puga, Claudio | [41] | ||
| 4 | Copa Chile 2008/09 | Cuartos de final - 1 | 05/02/2009 | Santiago Wanderers | 0 - 0 (2-4) | Huachipato | Playa Ancha, Valparaíso | Bascuñán, Julio | [41] | [1]a |
