| 25. Round | 03/02/1996 | Liverpool FC | - | Tottenham Hotspur | 0:0 |  |
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| 26. Round | 12/02/1996 | Tottenham Hotspur | - | West Ham United | 0:1 | ||||
| 28. Round | 24/02/1996 | Tottenham Hotspur | - | Sheffield Wednesday | 1:0 | ||||
| 29. Round | 02/03/1996 | Tottenham Hotspur | - | Southampton FC | 1:0 | ||||
| 31. Round | 16/03/1996 | Tottenham Hotspur | - | Blackburn Rovers | 2:3 | ||||
| 32. Round | 24/03/1996 | Manchester United | - | Tottenham Hotspur | 1:0 | ||||
| 33. Round | 30/03/1996 | Tottenham Hotspur | - | Coventry City | 3:1 | ||||
| 34. Round | 06/04/1996 | Nottingham Forest | - | Tottenham Hotspur | 2:1 | ||||
| 37. Round | 27/04/1996 | Tottenham Hotspur | - | Chelsea FC | 1:1 |
England