 |
 |
| Primera B | 17.02.2019 | Santiago Wanderers | - | Rangers | 0:0 | 8.698 |
| Primera B | 02.03.2019 | Santiago Wanderers | - | Deportes Temuco | 1:0 | 7.533 |
| Primera B | 31.03.2019 | Santiago Wanderers | - | Deportes Valdivia | 2:0 | 8.515 |
| Primera B | 14.04.2019 | Santiago Wanderers | - | CD Magallanes | 2:1 | 10.454 |
| Primera B | 04.05.2019 | Santiago Wanderers | - | Deportes Melipilla | 2:1 | 8.044 |
| Primera B | 18.05.2019 | Santiago Wanderers | - | Deportes Copiapó | 0:3 | 7.292 |
| Primera B | 26.05.2019 | Santiago Wanderers | - | Santiago Morning | 3:1 | 7.518 |
| Copa Chile | 08.06.2019 | Santiago Wanderers | - | Audax Italiano | 1:2 | 5.888 |
| Primera B | 04.08.2019 | Santiago Wanderers | - | Unión San Felipe | 1:2 | 5.963 |
| Primera B | 17.08.2019 | Santiago Wanderers | - | Puerto Montt | 1:1 | 6.603 |
| Primera B | 27.08.2019 | Santiago Wanderers | - | Santa Cruz | 3:1 | 5.843 |
| Primera B | 15.09.2019 | Santiago Wanderers | - | La Serena | 4:1 | 5.381 |
| Primera B | 01.10.2019 | Santiago Wanderers | - | Barnechea | 0:0 | 6.803 |
| Primera B | 13.10.2019 | Santiago Wanderers | - | Cobreloa | 5:1 | 15.378 |
Chili