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| 1st(1st leg) | Universidad de Chile | - | Palestino | 1:1 (0:1) | ||
| 2nd (2nd leg) | Palestino | - | Universidad de Chile | 2:0 (1:0) | ||
| 1st(1st leg): 08/09/2018 21:30 | 2nd (2nd leg): 13/10/2018 19:00 | Winner: Palestino | ||||
| 1st(1st leg) | Audax Italiano | - | Barnechea | 1:1 (1:1) | ||
| 2nd (2nd leg) | Barnechea | - | Audax Italiano | 0:1 (0:0) | ||
| 1st(1st leg): 09/09/2018 00:00 | 2nd (2nd leg): 13/10/2018 00:00 | Winner: Audax Italiano | ||||
