| Chelmsford City v Chelsea FC 06/11/1985 | View match | |
| Chelsea FC v Nottingham Forest FC 09/11/1985 | £4.00 | |
| Chelsea FC v Nottingham Forest FC 09/11/1985 | £3.00 | |
| West Bromwich Albion FC v Chelsea FC 13/11/1985 | £7.50 | |
| Newcastle United FC v Chelsea FC 16/11/1985 | £3.50 | |
| Chelsea FC v Aston Villa FC 23/11/1985 | £3.00 | |
| Littlehampton Town v Chelsea FC 23/11/1985 | View match | |
| Chelsea FC v Aston Villa FC 23/11/1985 | £3.00 | |
| Chelsea FC v Everton FC 26/11/1985 | £3.00 | |
| Liverpool FC v Chelsea FC 30/11/1985 | View match | |
| Oxford United FC v Chelsea FC 04/12/1985 | £4.50 | |
| Coventry City FC v Chelsea FC 07/12/1985 | View match |