| 2. Round | 06/02/2019 | Palestino | - | Independiente Medellín | 1:1 | ||||
| 2. Round | 12/02/2019 | Independiente Medellín | - | Palestino | 1:4 pso |  |
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| 3. Round | 20/02/2019 | Talleres de Córdoba | - | Palestino | 1:2 | ||||
| 3. Round | 27/02/2019 | Palestino | - | Talleres de Córdoba | 2:2 | ||||
| Group 1 | 06/03/2019 | Palestino | - | Internacional | 0:1 | ||||
| Group 1 | 14/03/2019 | River Plate | - | Palestino | 0:0 | ||||
| Group 1 | 03/04/2019 | Palestino | - | Alianza Lima | 3:0 | |
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| Group 1 | 10/04/2019 | Internacional | - | Palestino | 3:2 | ||||
| Group 1 | 24/04/2019 | Palestino | - | River Plate | 0:2 | ||||
| Group 1 | 08/05/2019 | Alianza Lima | - | Palestino | 1:2 |
Chile