| Leicester City FC v Chelsea FC 24/04/1996 | View match | |
| Tottenham Hotspur FC v Chelsea FC 27/04/1996 | £4.50 | |
| Tottenham Hotspur FC v Chelsea FC 27/04/1996 | £3.00 | |
| Chelsea FC v Blackburn Rovers FC 05/05/1996 | £4.50 | |
| Hitchin Town v Chelsea FC 07/05/1996 | View match | |
| Swindon Town FC v Chelsea FC 28/07/1996 | View match | |
| Wolverhampton Wanderers FC v Chelsea FC 31/07/1996 | View match | |
| Woking FC v Chelsea FC 05/08/1996 | View match | |
| Chelsea FC v PSV Eindhoven 11/08/1996 | View match | |
| Southampton FC v Chelsea FC 18/08/1996 | £2.00 | |
| Southampton FC v Chelsea FC 18/08/1996 | £4.50 | |
| Chelsea FC v Middlesbrough FC 21/08/1996 | £3.50 |