| Chelsea FC v Sunderland FC 10/09/1966 | £4.00 | |
| Chelsea FC v Sunderland FC 10/09/1966 | £3.00 | |
| Chelsea FC v Charlton Athletic FC 14/09/1966 | £10.00 | |
| Aston Villa FC v Chelsea FC 17/09/1966 | View match | |
| Chelsea FC v Arsenal FC 24/09/1966 | View match | |
| Manchester City FC v Chelsea FC 01/10/1966 | View match | |
| Blackpool FC v Chelsea FC 05/10/1966 | View match | |
| Chelsea FC v Burnley FC 08/10/1966 | View match | |
| Manchester United FC v Chelsea FC 15/10/1966 | View match | |
| Chelsea FC v Blackpool FC 17/10/1966 | View match | |
| Chelsea FC v Tottenham Hotspur FC 26/10/1966 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 26/10/1966 | £4.50 |