| 1. Round | 10/08/1997 | Tottenham Hotspur | - | Manchester United | 0:2 |  |
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| 2. Round | 13/08/1997 | West Ham United | - | Tottenham Hotspur | 2:1 | ||||
| 3. Round | 23/08/1997 | Tottenham Hotspur | - | Derby County | 1:0 | |
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| 4. Round | 27/08/1997 | Tottenham Hotspur | - | Aston Villa | 3:2 | ||||
| 5. Round | 30/08/1997 | Arsenal FC | - | Tottenham Hotspur | 0:0 |  |
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| 7. Round | 20/09/1997 | Tottenham Hotspur | - | Blackburn Rovers | 0:0 | ||||
| 8. Round | 23/09/1997 | Bolton Wanderers | - | Tottenham Hotspur | 1:1 | ||||
| 11. Round | 19/10/1997 | Tottenham Hotspur | - | Sheffield Wednesday | 3:2 | ||||
| 12. Round | 25/10/1997 | Southampton FC | - | Tottenham Hotspur | 3:2 | ||||
| 13. Round | 01/11/1997 | Tottenham Hotspur | - | Leeds United | 0:1 | ||||
| 14. Round | 08/11/1997 | Liverpool FC | - | Tottenham Hotspur | 4:0 | ||||
| 15. Round | 24/11/1997 | Tottenham Hotspur | - | Crystal Palace | 0:1 | ||||
| 17. Round | 06/12/1997 | Tottenham Hotspur | - | Chelsea FC | 1:6 | ||||
| 18. Round | 13/12/1997 | Coventry City | - | Tottenham Hotspur | 4:0 | ||||
| 26. Round | 14/02/1998 | Tottenham Hotspur | - | Leicester City | 1:1 | ||||
| 27. Round | 21/02/1998 | Sheffield Wednesday | - | Tottenham Hotspur | 1:0 |
England