| Chelsea FC v Barcelona 11/05/1966 | £3.50 | |
| West Ham United FC v Chelsea FC 20/08/1966 | £25.00 | |
| Chelsea FC v Nottingham Forest FC 24/08/1966 | £2.50 | |
| Chelsea FC v Nottingham Forest FC 24/08/1966 | £4.00 | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.00 | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.50 | |
| Chelsea FC v Leicester City FC 07/09/1966 | £3.50 | |
| Chelsea FC v Leicester City FC 07/09/1966 | £3.50 | |
| Chelsea FC v Sunderland FC 10/09/1966 | £3.00 | |
| Chelsea FC v Sunderland FC 10/09/1966 | £4.00 | |
| Chelsea FC v Charlton Athletic FC 14/09/1966 | £10.00 | |
| Chelsea FC v Arsenal FC 24/09/1966 | £4.00 |