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| 1st(1st leg) | Cobresal | - | Universidad de Concepción | 0:0 (0:0) | ||
| 2nd (2nd leg) | Universidad de Concepción | - | Cobresal | 2:3 (1:1) | ||
| 1st(1st leg): 30/04/2014 21:00 | 2nd (2nd leg): 04/05/2014 20:30 | Winner: Cobresal | ||||
| 1st(1st leg) | Cobreloa | - | Palestino | 0:1 (0:0) | ||
| 2nd (2nd leg) | Palestino | - | Cobreloa | 4:0 (1:0) | ||
| 1st(1st leg): 01/05/2014 00:30 | 2nd (2nd leg): 04/05/2014 17:00 | Winner: Palestino | ||||
