2. Round | 19/08/2009 | Hull City | - | Tottenham Hotspur | 1:5 | ||||
3. Round | 23/08/2009 | West Ham United | - | Tottenham Hotspur | 1:2 | ||||
4. Round | 29/08/2009 | Tottenham Hotspur | - | Birmingham City | 2:1 | ||||
5. Round | 12/09/2009 | Tottenham Hotspur | - | Manchester United | 1:3 | ||||
6. Round | 20/09/2009 | Chelsea FC | - | Tottenham Hotspur | 3:0 | ||||
7. Round | 26/09/2009 | Tottenham Hotspur | - | Burnley FC | 5:0 | ||||
8. Round | 03/10/2009 | Bolton Wanderers | - | Tottenham Hotspur | 2:2 |