| 1. Round | 16/08/1991 | Chelsea FC | - | Wimbledon FC | 2:2 | ||||
| 2. Round | 20/08/1991 | Oldham Athletic | - | Chelsea FC | 3:0 |  |
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| 3. Round | 23/08/1991 | Tottenham Hotspur | - | Chelsea FC | 1:3 | ||||
| 4. Round | 27/08/1991 | Chelsea FC | - | Notts County | 2:2 | ||||
| 8. Round | 13/09/1991 | Chelsea FC | - | Leeds United | 0:1 | ||||
| 9. Round | 17/09/1991 | Chelsea FC | - | Aston Villa | 2:0 | ||||
| 17. Round | 22/11/1991 | Southampton FC | - | Chelsea FC | 1:0 | ||||
| 23. Round | 27/12/1991 | Luton Town | - | Chelsea FC | 2:0 | ||||
| 29. Round | 11/02/1992 | Chelsea FC | - | Southampton FC | 1:1 | ||||
| 30. Round | 21/02/1992 | Nottingham Forest | - | Chelsea FC | 1:1 |
England