| 12. Round | 09/11/1990 | Tottenham Hotspur | - | Wimbledon FC | 4:2 | ||||
| 15. Round | 30/11/1990 | Chelsea FC | - | Tottenham Hotspur | 3:2 | ||||
| 16. Round | 07/12/1990 | Tottenham Hotspur | - | Sunderland AFC | 3:3 | ||||
| 22. Round | 11/01/1991 | Tottenham Hotspur | - | Arsenal FC | 0:0 | ||||
| 23. Round | 19/01/1991 | Derby County | - | Tottenham Hotspur | 0:1 | ||||
| 27. Round | 22/02/1991 | Wimbledon FC | - | Tottenham Hotspur | 5:1 | ||||
| 28. Round | 01/03/1991 | Tottenham Hotspur | - | Chelsea FC | 1:1 | ||||
| 30. Round | 15/03/1991 | Aston Villa | - | Tottenham Hotspur | 3:2 | ||||
| 31. Round | 22/03/1991 | Tottenham Hotspur | - | Queens Park Rangers | 0:0 | ||||
| 32. Round | 29/03/1991 | Tottenham Hotspur | - | Coventry City | 2:2 | ||||
| 34. Round | 05/04/1991 | Tottenham Hotspur | - | Southampton FC | 2:0 | ||||
| 36. Round | 19/04/1991 | Sheffield United | - | Tottenham Hotspur | 2:2 |  |
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| 26. Round | 23/04/1991 | Tottenham Hotspur | - | Everton FC | 3:3 | ||||
| 37. Round | 03/05/1991 | Tottenham Hotspur | - | Nottingham Forest | 1:1 | ||||
| 38. Round | 10/05/1991 | Liverpool FC | - | Tottenham Hotspur | 2:0 | ||||
| 35. Round | 19/05/1991 | Manchester United | - | Tottenham Hotspur | 1:1 |
England