| 12. Round | 10/08/2019 | Sud América | - | Villa Española | 0:1 |  |
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| 13. Round | 20/08/2019 | Villa Española | - | Villa Teresa | 1:0 | |
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| 14. Round | 24/08/2019 | Rentistas | - | Villa Española | 1:1 | ||||
| 15. Round | 31/08/2019 | Villa Española | - | Cerrito | 3:2 | |
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| 16. Round | 07/09/2019 | Villa Española | - | Central Español | 1:1 | ||||
| 17. Round | 15/09/2019 | Tacuarembó | - | Villa Española | 1:2 | ||||
| 19. Round | 05/10/2019 | Bella Vista | - | Villa Española | 3:2 | ||||
| 20. Round | 15/10/2019 | Villa Española | - | Deportivo Maldonado | 4:3 |  |
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| 21. Round | 19/10/2019 | Albion | - | Villa Española | 0:1 | |
Uruguay