| 1. Round | 19/08/2000 | Tottenham Hotspur | - | Ipswich Town | 3:1 | ||||
| 2. Round | 22/08/2000 | Middlesbrough FC | - | Tottenham Hotspur | 1:1 | ||||
| 3. Round | 26/08/2000 | Newcastle United | - | Tottenham Hotspur | 2:0 | ||||
| 4. Round | 05/09/2000 | Tottenham Hotspur | - | Everton FC | 3:2 | ||||
| 5. Round | 11/09/2000 | Tottenham Hotspur | - | West Ham United | 1:0 | ||||
| 6. Round | 16/09/2000 | Charlton Athletic | - | Tottenham Hotspur | 1:0 | ||||
| 7. Round | 23/09/2000 | Tottenham Hotspur | - | Manchester City | 0:0 | ||||
| 8. Round | 30/09/2000 | Leeds United | - | Tottenham Hotspur | 4:3 |  |
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| 9. Round | 14/10/2000 | Coventry City | - | Tottenham Hotspur | 2:1 | ||||
| 28. Round | 24/02/2001 | Tottenham Hotspur | - | Leeds United | 1:2 | ||||
| 29. Round | 03/03/2001 | Derby County | - | Tottenham Hotspur | 2:1 | ||||
| 30. Round | 17/03/2001 | Tottenham Hotspur | - | Coventry City | 3:0 |  |
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| 31. Round | 31/03/2001 | Arsenal FC | - | Tottenham Hotspur | 2:0 | ||||
| 32. Round | 10/04/2001 | Tottenham Hotspur | - | Bradford City | 2:1 | |
Norway