4. Round | 21/02/2009 | Santiago Morning | - | Huachipato | 5:0 | ||||
6. Round | 01/03/2009 | Santiago Morning | - | Universidad de Concepción | 5:4 | ||||
7. Round | 08/03/2009 | Municipal Iquique | - | Santiago Morning | 2:2 | ||||
8. Round | 15/03/2009 | Santiago Morning | - | Cobresal | 3:3 | ||||
16. Round | 09/05/2009 | Santiago Morning | - | Rangers | 2:1 | ||||
17. Round | 16/05/2009 | O'Higgins | - | Santiago Morning | 3:2 |