| 23. Round | 13/01/1996 | Everton FC | - | Chelsea FC | 1:1 | ||||
| 24. Round | 20/01/1996 | Chelsea FC | - | Nottingham Forest | 1:0 | ||||
| 25. Round | 04/02/1996 | Chelsea FC | - | Middlesbrough FC | 5:0 | ||||
| 26. Round | 10/02/1996 | Coventry City | - | Chelsea FC | 1:0 | ||||
| 27. Round | 17/02/1996 | Chelsea FC | - | West Ham United | 1:2 | ||||
| 28. Round | 24/02/1996 | Southampton FC | - | Chelsea FC | 2:3 | ||||
| 29. Round | 02/03/1996 | Wimbledon FC | - | Chelsea FC | 1:1 | ||||
| 30. Round | 12/03/1996 | Chelsea FC | - | Manchester City | 1:1 | ||||
| 31. Round | 16/03/1996 | Liverpool FC | - | Chelsea FC | 2:0 | ||||
| 32. Round | 23/03/1996 | Chelsea FC | - | Queens Park Rangers | 1:1 | ||||
| 34. Round | 06/04/1996 | Chelsea FC | - | Aston Villa | 1:2 | ||||
| 35. Round | 08/04/1996 | Bolton Wanderers | - | Chelsea FC | 2:1 |
England