| 27. Round | 17/02/1996 | Middlesbrough FC | - | Bolton Wanderers | 1:4 |  |
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| 28. Round | 25/02/1996 | Bolton Wanderers | - | Manchester United | 0:6 | ||||
| 29. Round | 02/03/1996 | Leeds United | - | Bolton Wanderers | 0:1 | ||||
| 31. Round | 16/03/1996 | Coventry City | - | Bolton Wanderers | 0:2 | ||||
| 30. Round | 20/03/1996 | Bolton Wanderers | - | Tottenham Hotspur | 2:3 | ||||
| 32. Round | 23/03/1996 | Bolton Wanderers | - | Sheffield Wednesday | 2:1 | ||||
| 33. Round | 30/03/1996 | Bolton Wanderers | - | Manchester City | 1:1 |  |
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| 34. Round | 06/04/1996 | Everton FC | - | Bolton Wanderers | 3:0 | ||||
| 35. Round | 08/04/1996 | Bolton Wanderers | - | Chelsea FC | 2:1 | ||||
| 36. Round | 13/04/1996 | West Ham United | - | Bolton Wanderers | 1:0 | ||||
| 37. Round | 27/04/1996 | Bolton Wanderers | - | Southampton FC | 0:1 | |
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| 38. Round | 04/05/1996 | Arsenal FC | - | Bolton Wanderers | 2:1 |
England