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| H | Once Caldas | - | Independiente Medellín | 2:3 (1:1) | ||
| R | Independiente Medellín | - | Once Caldas | 1:0 (0:0) | ||
| H: 29.08.2019 02:30 | R: 12.09.2019 03:15 | Sieger: Independiente Medellín | ||||
| H | Deportivo Pasto | - | Deportivo Pereira | 4:0 (2:0) | ||
| R | Deportivo Pereira | - | Deportivo Pasto | 2:0 (1:0) | ||
| H: 29.08.2019 21:00 | R: 13.09.2019 01:00 | Sieger: Deportivo Pasto | ||||
| H | Atlético Nacional | - | Deportes Tolima | 0:1 (0:0) | ||
| R | Deportes Tolima | - | Atlético Nacional | 1:1 (0:1) | ||
| H: 30.08.2019 01:00 | R: 12.09.2019 01:00 | Sieger: Deportes Tolima | ||||
| H | Deportivo Cali | - | Atlético Junior | 2:1 (0:1) | ||
| R | Atlético Junior | - | Deportivo Cali | 3:4 (1:1, 2:1, 2:1) i.E. | ||
| H: 30.08.2019 03:00 | R: 13.09.2019 03:15 | Sieger: Deportivo Cali | ||||
