| 2. Round | 08/02/2014 | Liverpool | - | Montevideo Wanderers | 2:2 | ||||
| 3. Round | 15/02/2014 | Montevideo Wanderers | - | Cerro Largo | 4:0 | ||||
| 4. Round | 23/02/2014 | Juventud de Las Piedras | - | Montevideo Wanderers | 2:3 | ||||
| 5. Round | 02/03/2014 | Montevideo Wanderers | - | Fénix | 0:2 | ||||
| 10. Round | 13/04/2014 | Miramar Misiones | - | Montevideo Wanderers | 0:5 |  |
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| 12. Round | 27/04/2014 | Montevideo Wanderers | - | Sud América | 3:1 | |
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| 13. Round | 03/05/2014 | Montevideo Wanderers | - | Racing | 3:1 | ||||
| 14. Round | 11/05/2014 | Defensor Sporting | - | Montevideo Wanderers | 1:2 | |
Uruguay
Italy