| ROUND | R1 | R2 | R3 | QF | SF | F | |||
| l1 | l2 | l1 | l2 | l1 | l2 | ||||
| Season archive |
| Saturday, 7 September 2019 | ||||||
| qfl1 | Colo Colo | 2-1 | Everton | |||
| qfl1 | Cobresal | 3-1 | Universidad de Chile | |||
| Sunday, 8 September 2019 | ||||||
| qfl1 | Audax Italiano | 0-1 | Unión Española | |||
| qfl1 | Unión La Calera | 2-1 | Universidad Católica | |||
| Saturday, 12 October 2019 | ||||||
| qfl2 | Universidad de Chile | 4-1 | Cobresal | 5-4 | ||
| qfl2 | Unión Española | 2-1 | Audax Italiano | 3-1 | ||
| qfl2 | Everton | 1-2 | Colo Colo | 2-4 | ||
| Sunday, 13 October 2019 | ||||||
| qfl2 | Universidad Católica | 2-0 | Unión La Calera | 3-2 | ||
| 4 | Óscar ORTEGA (Santiago Morning) | |
| +1 | Sebastián SÁEZ (Universidad Católica) | |
| +1 | Javier PARRÁGUEZ (Colo Colo) | |
| 3 | Sebastián PÉREZ (Ñublense) | |
| Enzo GUTIERREZ (Santiago Wanderers) | ||
| José MUÑOZ (O'Higgins) | ||
| Ignacio LEMMO (Puerto Montt) | ||
| Matías DONOSO (Deportes Iquique, 1p) | ||
| +1 | Felipe REYNERO (Cobresal) | |
| +1 | Rodrigo HOLGADO (Audax Italiano) | |
| Gabriel COSTA (Colo Colo, 1p) | ||
| Walter BOU (Unión La Calera) |