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1/64-finals
1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2009
1/64-finals
| 1 | San Felipe | U. De Concepcion | |
| 2 | S. Morning | Deportes Iquique | 1 : 2 |
| 5 | U. De Concepcion | Bye | |
| 6 | Bye | Cobreloa | |
| 7 | Melipilla | Bye | |
| 8 | Bye | U. Espanola | |
| 9 | Lota Schwager | Bye | |
| 13 | Provincial Ovalle | Colo Colo | |
| 16 | Provincial Ovalle | Colo Colo | |
| 17 | Union Temuco | Bye | |
| 24 | Bye | Osorno | |
| 25 | San Luis | Bye | |
| 29 | Provincial Ovalle | Colo Colo | 3 : 2 |
| 30 | S. Wanderers | Huachipato | |
| 31 | U. Espanola | Melipilla | |
| 32 | Cobreloa | U. De Concepcion | 0 : 3 |
| 33 | S. Morning | Bye | |
| 37 | Huachipato | Provincial Ovalle | 2 : 3 |
| 40 | Huachipato | S. Wanderers | 1 : 0 |
| 41 | Melipilla | U. Espanola | |
| 44 | Melipilla | U. Espanola | 0 : 1 |
| 48 | Bye | Curico Unido | |
| 49 | Coquimbo | Bye | |
| 56 | Bye | Cobresal | |
| 57 | Antofagasta | Bye | |
| 64 | Bye | Deportes Iquique |
1/32-finals
| 1 | TBD #1 | Deportes Iquique | |
| 3 | U. De Concepcion | Cobreloa | |
| 4 | Melipilla | U. Espanola | |
| 5 | Lota Schwager | Bye | |
| 7 | Provincial Ovalle | Bye | |
| 8 | Bye | Colo Colo | |
| 9 | Union Temuco | Bye | |
| 12 | Bye | Osorno | |
| 13 | San Luis | Bye | |
| 15 | Provincial Ovalle | Huachipato | |
| 16 | U. Espanola | U. De Concepcion | 1 : 2 |
| 17 | S. Morning | Bye | |
| 19 | Provincial Ovalle | Bye | |
| 20 | Bye | Huachipato | |
| 21 | Melipilla | Bye | |
| 22 | Bye | U. Espanola | |
| 24 | Bye | Curico Unido | |
| 25 | Coquimbo | Bye | |
| 28 | Bye | Cobresal | |
| 29 | Antofagasta | Bye | |
| 32 | Bye | Deportes Iquique |
1/16-finals
| 1 | San Felipe | Bye | |
| 2 | U. De Concepcion | U. Espanola | |
| 3 | Lota Schwager | Bye | |
| 4 | Provincial Ovalle | Colo Colo | |
| 5 | Union Temuco | Bye | |
| 6 | Bye | Osorno | |
| 7 | San Luis | Bye | |
| 8 | Provincial Ovalle | U. De Concepcion | 1 : 2 |
| 9 | S. Morning | Bye | |
| 10 | Huachipato | S. Wanderers | |
| 11 | Melipilla | U. Espanola | |
| 12 | Bye | Curico Unido | |
| 13 | Coquimbo | Bye | |
| 14 | Bye | Cobresal | |
| 15 | Antofagasta | Bye | |
| 16 | Bye | Deportes Iquique |
1/8-finals
| 1 | San Felipe | U. Espanola | 1 : 0 |
| 2 | Lota Schwager | Colo Colo | 0 : 1 |
| 3 | Union Temuco | Osorno | 3 : 2 |
| 4 | San Luis | U. De Concepcion | 1 : 2 |
| 5 | S. Morning | S. Wanderers | 1 : 0 |
| 6 | Melipilla | Curico Unido | 2 : 4 |
| 7 | Coquimbo | Cobresal | 1 : 0 |
| 8 | Antofagasta | Deportes Iquique | 0 : 1 |
Quarter-finals
| 1 | San Felipe | Colo Colo | 2 : 1 |
| 2 | Union Temuco | U. De Concepcion | 0 : 1 |
| 3 | S. Morning | Curico Unido | 3 : 1 |
| 4 | Coquimbo | Deportes Iquique | 0 : 1 |
Semi-finals
| 1 | San Felipe | U. De Concepcion | 2 : 0 |
| 2 | S. Morning | Deportes Iquique | 1 : 2 |
Final
| 1 | San Felipe | Deportes Iquique | 3 : 0 |
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