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 | ||||
7. Round | 23/09/2000 | Tottenham Hotspur | - | Manchester City | 0:0 | ||||
8. Round | 30/09/2000 | Leeds United | - | Tottenham Hotspur | 4:3 | ||||
9. Round | 14/10/2000 | Coventry City | - | Tottenham Hotspur | 2:1 | ||||
10. Round | 21/10/2000 | Tottenham Hotspur | - | Derby County | 3:1 | ||||
12. Round | 04/11/2000 | Tottenham Hotspur | - | Sunderland AFC | 2:1 | ||||
13. Round | 11/11/2000 | Aston Villa | - | Tottenham Hotspur | 2:0 | ||||
15. Round | 25/11/2000 | Tottenham Hotspur | - | Leicester City | 3:0 |