| 3. Round | 10/09/2016 | Peñarol | - | Montevideo Wanderers | 0:1 |  |
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| 6. Round | 02/10/2016 | Defensor Sporting | - | Montevideo Wanderers | 1:1 | |
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| 7. Round | 08/10/2016 | Montevideo Wanderers | - | Juventud de Las Piedras | 1:0 | ||||
| 8. Round | 15/10/2016 | Montevideo Wanderers | - | Boston River | 1:0 | |
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| 9. Round | 23/10/2016 | Montevideo Wanderers | - | Sud América | 2:1 | ||||
| 10. Round | 30/10/2016 | Montevideo Wanderers | - | Plaza Colonia | 0:0 | |
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| 11. Round | 12/11/2016 | Liverpool | - | Montevideo Wanderers | 2:1 | ||||
| 12. Round | 20/11/2016 | Danubio | - | Montevideo Wanderers | 0:1 | |
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| 14. Round | 04/12/2016 | Montevideo Wanderers | - | Villa Española | 3:1 | ||||
| 15. Round | 11/12/2016 | Rampla Juniors | - | Montevideo Wanderers | 1:1 |
Uruguay