| Cardiff City FC v Chelsea FC 28/10/1986 | £5.50 | |
| Chelsea FC v Watford FC 01/11/1986 | £3.00 | |
| Chelsea FC v Watford FC 01/11/1986 | £3.50 | |
| Chelsea FC v Watford FC 01/11/1986 | £3.50 | |
| Aston Villa FC v Chelsea FC 15/11/1986 | £3.00 | |
| Chelsea FC v Newcastle United FC 22/11/1986 | £3.00 | |
| Chelsea FC v Newcastle United FC 22/11/1986 | £3.00 | |
| Chelsea FC v Newcastle United FC 22/11/1986 | £3.00 | |
| Leicester City FC v Chelsea FC 29/11/1986 | £4.50 | |
| Chelsea FC v Wimbledon 06/12/1986 | £4.00 | |
| Chelsea FC v Wimbledon 06/12/1986 | £3.50 | |
| Chelsea FC v Wimbledon 06/12/1986 | £3.50 |