| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Copa Chile 1959 | Dieciseisavos de final - 1 | 22/11/1959 | Santiago Wanderers | 4 - 1 | Unión San Felipe | [34] | ||||
| 2 | Copa Chile 1959 | Dieciseisavos de final - 2 | 29/11/1959 | Unión San Felipe | 3 - 2 | Santiago Wanderers | [34] | ||||
| 3 | Copa Chile Green Cross 1961 | Dieciseisavos de final - 1 | 01/04/1961 | Unión San Felipe | 1 - 3 | Santiago Wanderers | San Felipe | [8] | |||
| 4 | Copa Chile Green Cross 1961 | Dieciseisavos de final - 2 | 09/04/1961 | Santiago Wanderers | 2 - 1 | Unión San Felipe | Playa Ancha, Valparaíso | [8] | [1]a | ||
| 5 | Copa Chile 1974 | Zona Norte - 1 | 07/04/1974 | Unión San Felipe | 1 - 3 | Santiago Wanderers | Municipal, San Felipe | Rojas, Eduardo | [34] | ||
| 6 | Copa Chile 1974 | Zona Norte - 10 | 29/05/1974 | Santiago Wanderers | 1 - 0 | Unión San Felipe | Playa Ancha, Valparaíso | Rojas, Eduardo | [34] | ||
| 7 | Copa Polla Gol 1984 | Zona Centro Norte - 7 | 10/06/1984 | Santiago Wanderers | 4 - 1 | Unión San Felipe | Playa Ancha, Valparaíso | 5826 | [20] | ||
| 8 | Copa Polla Gol 1984 | Zona Centro Norte - 13 | 03/07/1984 | Unión San Felipe | 1 - 0 | Santiago Wanderers | Municipal, San Felipe | Silvagno, Juan | 1533 | [20] | |
| 9 | Copa Polla Gol 1985 | Zona Centro Norte - 3 | 10/02/1985 | Santiago Wanderers | 1 - 0 | Unión San Felipe | [] | ||||
| 10 | Copa Polla Gol 1985 | Zona Centro Norte - 10 | 24/03/1985 | Unión San Felipe | 0 - 2 | Santiago Wanderers | [69] | ||||
| 11 | Copa Chile 1992 | Grupo B - 2 | 07/03/1992 | Santiago Wanderers | 3 - 0 | Unión San Felipe | Playa Ancha, Valparaíso | Osorio, Luis | 2443 | [69] | |
| 12 | Copa Chile 1992 | Grupo B - 7 | 12/04/1992 | Unión San Felipe | 1 - 1 | Santiago Wanderers | Municipal, San Felipe | Lemus, Cristián | 1661 | [69] | |
| 13 | Copa Chile 1993 | Grupo B - 5 | 20/03/1993 | Unión San Felipe | 0 - 2 | Santiago Wanderers | Municipal, San Felipe | Acuña, Lorenzo | 1218 | [48] | |
| 14 | Copa Chile 1993 | Grupo B - 10 | 25/05/1993 | Santiago Wanderers | 1 - 0 | Unión San Felipe | Playa Ancha, Valparaíso | Muñoz, Hugo | 1141 | [48] | |
| 15 | Copa Chile 1994 | Grupo 3 - 3 | 20/03/1994 | Santiago Wanderers | 0 - 0 | Unión San Felipe | Playa Ancha, Valparaíso | Lemus, Juan Carlos | 2508 | [48] | |
| 16 | Copa Chile 1994 | Grupo 3 - 8 | 17/04/1994 | Unión San Felipe | 1 - 3 | Santiago Wanderers | Municipal, San Felipe | Julio, Cristian | 915 | [59] | |
| 17 | Copa Chile 1995 | Grupo 6 - 2 | 18/02/1995 | Santiago Wanderers | 2 - 1 | Unión San Felipe | Playa Ancha, Valparaíso | Imperatore, Salvador | [69] | ||
| 18 | Copa Chile 1995 | Grupo 6 - 5 | 12/03/1995 | Unión San Felipe | 1 - 3 | Santiago Wanderers | Municipal, San Felipe | Marín, Enrique | 1466 | [48] | |
| 19 | Copa Chile Bicentenario 2010 | Dieciseisavos de final - 1 | 29/05/2010 | Unión San Felipe | 2 - 1 | Santiago Wanderers | Municipal, San Felipe | Puga, Claudio | 920 | [41] | |
| 20 | Copa Chile Bicentenario 2010 | Dieciseisavos de final - 2 | 06/06/2010 | Santiago Wanderers | 3 - 0 (6-5) | Unión San Felipe | Playa Ancha, Valparaíso | Osorio, Jorge | [41] | ||
| 21 | Copa Chile MTS 2014/15 | Octavos de final - 1 | 08/10/2014 | Unión San Felipe | 1 - 2 | Santiago Wanderers | Municipal, San Felipe | Acosta, Manuel | 664 | [7] | |
| 22 | Copa Chile MTS 2014/15 | Octavos de final - 2 | 15/10/2014 | Santiago Wanderers | 0 - 1 (5-6) | Unión San Felipe | Playa Ancha, Valparaíso | Aranda, Claudio | 3399 | [7] |
