| 2. Round | 14/08/2007 | Tottenham Hotspur | - | Everton FC | 1:3 | ||||
| 3. Round | 18/08/2007 | Tottenham Hotspur | - | Derby County | 4:0 | ||||
| 4. Round | 26/08/2007 | Manchester United | - | Tottenham Hotspur | 1:0 | ||||
| 5. Round | 01/09/2007 | Fulham FC | - | Tottenham Hotspur | 3:3 | ||||
| 7. Round | 23/09/2007 | Bolton Wanderers | - | Tottenham Hotspur | 1:1 |  |
Portugal