| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|
| 1 | Copa Chile Digeder 1991 | Grupo 2 - 1 | 03/03/1991 | Deportes La Serena | 3 - 1 | Santiago Wanderers | La Portada, La Serena | Vásquez, Sergio | 3201 | [59] | |
| 2 | Copa Chile Digeder 1991 | Grupo 2 - 2 | 10/03/1991 | Unión La Calera | 1 - 0 | Santiago Wanderers | Nicolás Chahuán, La Calera | Lemus, Juan Carlos | 3025 | [59] | |
| 3 | Copa Chile Digeder 1991 | Grupo 2 - 3 | 17/03/1991 | Santiago Wanderers | 0 - 0 | Coquimbo Unido | Playa Ancha, Valparaíso | Castro, Gastón | 4475 | [59] | |
| 4 | Copa Chile Digeder 1991 | Grupo 2 - 4 | 24/03/1991 | Everton de Viña del Mar | 3 - 2 | Santiago Wanderers | Sausalito, Viña del Mar | Marín, Enrique | 10116 | [59] | |
| 5 | Copa Chile Digeder 1991 | Grupo 2 - 5 | 28/03/1991 | Santiago Wanderers | 1 - 0 | Deportes Ovalle | Playa Ancha, Valparaíso | Heller, Francisco | 2340 | [69] | |
| 6 | Copa Chile Digeder 1991 | Grupo 2 - 6 | 31/03/1991 | Santiago Wanderers | 2 - 0 | Deportes La Serena | Playa Ancha, Valparaíso | Imperatore, Salvador | 3814 | [59] | |
| 7 | Copa Chile Digeder 1991 | Grupo 2 - 7 | 07/04/1991 | Santiago Wanderers | 5 - 1 | Unión La Calera | Playa Ancha, Valparaíso | Campos, Javier | 4557 | [59] | |
| 8 | Copa Chile Digeder 1991 | Grupo 2 - 8 | 11/04/1991 | Coquimbo Unido | 0 - 0 | Santiago Wanderers | Sánchez Rumoroso, Coquimbo | Osorio, Luis | 1671 | [59] | |
| 9 | Copa Chile Digeder 1991 | Grupo 2 - 9 | 14/04/1991 | Santiago Wanderers | 3 - 1 | Everton de Viña del Mar | Playa Ancha, Valparaíso | Maldonado, Mario | 9641 | [59] | |
| 10 | Copa Chile Digeder 1991 | Grupo 2 - 10 | 21/04/1991 | Deportes Ovalle | 1 - 1 | Santiago Wanderers | Municipal, Ovalle | Robles Mella, Carlos | 1034 | [59] | |
| 11 | Copa Chile Digeder 1991 | Octavos de final - 1 | 04/09/1991 | Santiago Wanderers | 1 - 1 | Colo-Colo | Playa Ancha, Valparaíso | Toledo, Segundo | 7226 | [59] | |
| 12 | Copa Chile Digeder 1991 | Octavos de final - 2 | 11/09/1991 | Colo-Colo | 4 - 0 | Santiago Wanderers | Monumental, Macul | Torrens, Juan Pablo | 10123 | [59] | |
