| 1. Round | 16/02/2019 | CD Magallanes | - | San Luis | 0:0 | ||||
| 2. Round | 23/02/2019 | La Serena | - | CD Magallanes | 1:1 |  |
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| 3. Round | 02/03/2019 | CD Magallanes | - | Barnechea | 1:2 |  |
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| 5. Round | 17/03/2019 | Ñublense | - | CD Magallanes | 2:3 | |
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| 6. Round | 30/03/2019 | CD Magallanes | - | Santa Cruz | 1:1 | |
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| 11. Round | 04/05/2019 | CD Magallanes | - | Rangers | 0:3 | |
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| 12. Round | 11/05/2019 | Deportes Temuco | - | CD Magallanes | 2:0 | ||||
| 13. Round | 19/05/2019 | CD Magallanes | - | Deportes Valdivia | 3:2 | |
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| 14. Round | 25/05/2019 | Cobreloa | - | CD Magallanes | 0:0 |
South Africa