| Chelsea FC v Aston Villa FC 15/09/1996 | £4.00 | |
| Blackpool FC v Chelsea FC 18/09/1996 | View match | |
| Liverpool FC v Chelsea FC 21/09/1996 | £4.50 | |
| Chelsea FC v Blackpool FC 25/09/1996 | £3.50 | |
| Chelsea FC v Blackpool FC 25/09/1996 | £4.00 | |
| Chelsea FC v Blackpool FC 25/09/1996 | £3.00 | |
| Chelsea FC v Nottingham Forest FC 28/09/1996 | £8.00 | |
| Chelsea FC v Nottingham Forest FC 28/09/1996 | £3.50 | |
| Chelsea FC v Nottingham Forest FC 28/09/1996 | £3.50 | |
| Leicester City FC v Chelsea FC 12/10/1996 | £4.50 | |
| Chelsea FC v Wimbledon 19/10/1996 | £3.50 | |
| Bolton Wanderers FC v Chelsea FC 22/10/1996 | View match |