Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 17.02.2019 |  | Matchday 1 | Wanderers - Rangers | WAN - Ran | 0:0 | 8.698 |
| 02.03.2019 | | Matchday 3 | Wanderers - Deportes Temuco | WAN - Dep | 1:0 | 7.533 |
| 31.03.2019 | | Matchday 6 | Wanderers - Valdivia | WAN - | 2:0 | 8.515 |
| 14.04.2019 | | Matchday 8 | Wanderers - CD Magallanes | WAN - | 2:1 | 10.454 |
| 04.05.2019 | | Matchday 11 | Wanderers - Dep. Melipilla | WAN - | 2:1 | 8.044 |
| 18.05.2019 | | Matchday 13 | Wanderers - Deportes Copiapó | WAN - | 0:3 | 7.292 |
| 26.05.2019 | | Matchday 14 | Wanderers - Morning | WAN - Mor | 3:1 | 7.518 |
| 08.06.2019 |  | 2. Round First leg | Wanderers - Audax Italiano | WAN - AUD | 1:2 | 5.888 |
| 04.08.2019 | | Matchday 17 | Wanderers - San Felipe | WAN - San | 1:2 | 5.963 |
| 17.08.2019 | | Matchday 19 | Wanderers - Puerto Montt | WAN - | 1:1 | 6.603 |
| 27.08.2019 | | Matchday 20 | Wanderers - Santa Cruz | WAN - San | 3:1 | 5.843 |
| 15.09.2019 | | Matchday 23 | Wanderers - La Serena | WAN - | 4:1 | 5.381 |
| 01.10.2019 | | Matchday 24 | Wanderers - Barnechea | WAN - | 0:0 | 6.803 |
| 13.10.2019 | | Matchday 26 | Wanderers - Cobreloa | WAN - Cob | 5:1 | 15.378 |