| Round of 16 | 07/08/2019 | Deportes Tolima | - | Orsomarso SC | 3:0 |  |
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| Round of 16 | 14/08/2019 | Orsomarso SC | - | Deportes Tolima | 0:5 | ||||
| Quarter-finals | 30/08/2019 | Atlético Nacional | - | Deportes Tolima | 0:1 |  |
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| Quarter-finals | 12/09/2019 | Deportes Tolima | - | Atlético Nacional | 1:1 | ||||
| Semi-finals | 26/09/2019 | Deportivo Cali | - | Deportes Tolima | 2:1 | ||||
| Semi-finals | 17/10/2019 | Deportes Tolima | - | Deportivo Cali | 1:1 |
Colombia