| Round of 16 | 08/08/2019 | Independiente Medellín | - | Millonarios | 2:1 | ||||
| Round of 16 | 15/08/2019 | Millonarios | - | Independiente Medellín | 2:2 | ||||
| Quarter-finals | 29/08/2019 | Once Caldas | - | Independiente Medellín | 2:3 |  |
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| Quarter-finals | 12/09/2019 | Independiente Medellín | - | Once Caldas | 1:0 | ||||
| Semi-finals | 25/09/2019 | Deportivo Pasto | - | Independiente Medellín | 1:2 |  |
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| Semi-finals | 17/10/2019 | Independiente Medellín | - | Deportivo Pasto | 3:2 | ||||
| Final | 02/11/2019 | Deportivo Cali | - | Independiente Medellín | 2:2 | |
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| Final | 07/11/2019 | Independiente Medellín | - | Deportivo Cali | 2:1 |
Colombia