| 25. Round | 02/02/2008 | Tottenham Hotspur | - | Manchester United | 1:1 | ||||
| 26. Round | 09/02/2008 | Derby County | - | Tottenham Hotspur | 0:3 | ||||
| 28. Round | 01/03/2008 | Birmingham City | - | Tottenham Hotspur | 4:1 | ||||
| 29. Round | 09/03/2008 | Tottenham Hotspur | - | West Ham United | 4:0 | ||||
| 30. Round | 16/03/2008 | Manchester City | - | Tottenham Hotspur | 2:1 | ||||
| 27. Round | 19/03/2008 | Tottenham Hotspur | - | Chelsea FC | 4:4 | ||||
| 31. Round | 22/03/2008 | Tottenham Hotspur | - | Portsmouth FC | 2:0 | ||||
| 32. Round | 30/03/2008 | Tottenham Hotspur | - | Newcastle United | 1:4 | ||||
| 33. Round | 05/04/2008 | Blackburn Rovers | - | Tottenham Hotspur | 1:1 | ||||
| 34. Round | 12/04/2008 | Tottenham Hotspur | - | Middlesbrough FC | 1:1 | ||||
| 35. Round | 19/04/2008 | Wigan Athletic | - | Tottenham Hotspur | 1:1 | ||||
| 36. Round | 26/04/2008 | Tottenham Hotspur | - | Bolton Wanderers | 1:1 | ||||
| 37. Round | 03/05/2008 | Reading FC | - | Tottenham Hotspur | 0:1 | ||||
| 38. Round | 11/05/2008 | Tottenham Hotspur | - | Liverpool FC | 0:2 |  |
Scotland
