| Group 5 | 13/02/2014 | Universidad de Chile | - | Defensor Sporting | 1:0 | ||||
| Group 5 | 19/02/2014 | Defensor Sporting | - | Real Garcilaso | 4:1 | ||||
| Group 5 | 11/03/2014 | Defensor Sporting | - | Cruzeiro | 2:0 | ||||
| Group 5 | 21/03/2014 | Cruzeiro | - | Defensor Sporting | 2:2 | ||||
| Group 5 | 02/04/2014 | Real Garcilaso | - | Defensor Sporting | 0:2 | ||||
| Group 5 | 10/04/2014 | Defensor Sporting | - | Universidad de Chile | 1:1 | ||||
| Round of 16 | 18/04/2014 | The Strongest | - | Defensor Sporting | 2:0 | ||||
| Round of 16 | 29/04/2014 | Defensor Sporting | - | The Strongest | 4:2 pso | ||||
| Quarter-finals | 09/05/2014 | Atlético Nacional | - | Defensor Sporting | 0:2 | ||||
| Quarter-finals | 16/05/2014 | Defensor Sporting | - | Atlético Nacional | 1:0 | ||||
| Semi-finals | 23/07/2014 | Club Nacional | - | Defensor Sporting | 2:0 | ||||
| Semi-finals | 30/07/2014 | Defensor Sporting | - | Club Nacional | 1:0 |
Uruguay