| 2. Round | 08/06/2019 | Rangers | - | Universidad de Chile | 0:2 | ||||
| 2. Round | 12/06/2019 | Universidad de Chile | - | Rangers | 1:1 | ||||
| Round of 16 | 14/07/2019 | Deportes Temuco | - | Universidad de Chile | 0:1 | ||||
| Round of 16 | 20/07/2019 | Universidad de Chile | - | Deportes Temuco | 2:0 | ||||
| Quarter-finals | 07/09/2019 | Cobresal | - | Universidad de Chile | 3:1 |  |
Chile