| 1. Round | 17/08/2002 | Everton FC | - | Tottenham Hotspur | 2:2 | ||||
| 2. Round | 24/08/2002 | Tottenham Hotspur | - | Aston Villa | 1:0 | ||||
| 4. Round | 31/08/2002 | Tottenham Hotspur | - | Southampton FC | 2:1 | ||||
| 5. Round | 11/09/2002 | Fulham FC | - | Tottenham Hotspur | 3:2 | ||||
| 7. Round | 21/09/2002 | Manchester United | - | Tottenham Hotspur | 1:0 | ||||
| 8. Round | 28/09/2002 | Tottenham Hotspur | - | Middlesbrough FC | 0:3 | ||||
| 9. Round | 06/10/2002 | Blackburn Rovers | - | Tottenham Hotspur | 1:2 | ||||
| 11. Round | 26/10/2002 | Liverpool FC | - | Tottenham Hotspur | 2:1 | ||||
| 12. Round | 03/11/2002 | Tottenham Hotspur | - | Chelsea FC | 0:0 |  |
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| 13. Round | 10/11/2002 | Sunderland AFC | - | Tottenham Hotspur | 2:0 | ||||
| 16. Round | 30/11/2002 | Birmingham City | - | Tottenham Hotspur | 1:1 | ||||
| 21. Round | 29/12/2002 | Newcastle United | - | Tottenham Hotspur | 2:1 | ||||
| 22. Round | 01/01/2003 | Southampton FC | - | Tottenham Hotspur | 1:0 | ||||
| 23. Round | 12/01/2003 | Tottenham Hotspur | - | Everton FC | 4:3 | ||||
| 28. Round | 24/02/2003 | Tottenham Hotspur | - | Fulham FC | 1:1 | ||||
| 29. Round | 01/03/2003 | West Ham United | - | Tottenham Hotspur | 2:0 | ||||
| 34. Round | 18/04/2003 | Tottenham Hotspur | - | Manchester City | 0:2 |
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