| 1. Round | 17/08/1996 | Blackburn Rovers | - | Tottenham Hotspur | 0:2 | ||||
| 2. Round | 21/08/1996 | Tottenham Hotspur | - | Derby County | 1:1 | ||||
| 3. Round | 24/08/1996 | Tottenham Hotspur | - | Everton FC | 0:0 | ||||
| 4. Round | 04/09/1996 | Wimbledon FC | - | Tottenham Hotspur | 1:0 |  |
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| 11. Round | 26/10/1996 | Chelsea FC | - | Tottenham Hotspur | 3:1 | ||||
| 16. Round | 07/12/1996 | Coventry City | - | Tottenham Hotspur | 1:2 | ||||
| 20. Round | 28/12/1996 | Newcastle United | - | Tottenham Hotspur | 7:1 | ||||
| 29. Round | 01/03/1997 | Tottenham Hotspur | - | Nottingham Forest | 0:1 | ||||
| 31. Round | 15/03/1997 | Tottenham Hotspur | - | Leeds United | 1:0 | ||||
| 21. Round | 19/03/1997 | Leicester City | - | Tottenham Hotspur | 1:1 | ||||
| 32. Round | 22/03/1997 | Derby County | - | Tottenham Hotspur | 4:2 |  |
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| 33. Round | 05/04/1997 | Tottenham Hotspur | - | Wimbledon FC | 1:0 | |
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| 34. Round | 12/04/1997 | Everton FC | - | Tottenham Hotspur | 1:0 | ||||
| 35. Round | 19/04/1997 | Aston Villa | - | Tottenham Hotspur | 1:1 | ||||
| 36. Round | 24/04/1997 | Tottenham Hotspur | - | Middlesbrough FC | 1:0 | |
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| 37. Round | 03/05/1997 | Liverpool FC | - | Tottenham Hotspur | 2:1 | ||||
| 38. Round | 11/05/1997 | Tottenham Hotspur | - | Coventry City | 1:2 |
England