| 1. Round | 22/08/1986 | Charlton Athletic | - | Sheffield Wednesday | 1:1 | ||||
| 2. Round | 26/08/1986 | Nottingham Forest | - | Charlton Athletic | 4:0 | ||||
| 3. Round | 29/08/1986 | Manchester United | - | Charlton Athletic | 0:1 | ||||
| 4. Round | 01/09/1986 | Charlton Athletic | - | Wimbledon FC | 0:1 | ||||
| 5. Round | 05/09/1986 | Charlton Athletic | - | Norwich City | 1:2 | ||||
| 6. Round | 12/09/1986 | Liverpool FC | - | Charlton Athletic | 2:0 | ||||
| 7. Round | 19/09/1986 | Charlton Athletic | - | Coventry City | 1:1 | ||||
| 8. Round | 26/09/1986 | Oxford United | - | Charlton Athletic | 3:2 | ||||
| 9. Round | 04/10/1986 | Chelsea FC | - | Charlton Athletic | 0:1 | ||||
| 10. Round | 11/10/1986 | Charlton Athletic | - | Everton FC | 3:2 | ||||
| 11. Round | 18/10/1986 | Charlton Athletic | - | Leicester City | 2:0 | ||||
| 12. Round | 25/10/1986 | West Ham United | - | Charlton Athletic | 1:3 | ||||
| 13. Round | 31/10/1986 | Charlton Athletic | - | Arsenal FC | 0:2 | ||||
| 14. Round | 07/11/1986 | Watford FC | - | Charlton Athletic | 4:1 | ||||
| 16. Round | 21/11/1986 | Charlton Athletic | - | Southampton FC | 1:3 | ||||
| 17. Round | 28/11/1986 | Luton Town | - | Charlton Athletic | 1:0 |
England