| Chelsea FC v Nottingham Forest FC 11/04/1966 | £4.50 | |
| Chelsea FC v Sheffield Wednesday FC 23/04/1966 | £12.50 | |
| Chelsea FC v Sheffield Wednesday FC 23/04/1966 | £9.50 | |
| Chelsea FC v Blackburn Rovers FC 04/05/1966 | £4.00 | |
| Chelsea FC v Sheffield United FC 07/05/1966 | £3.00 | |
| Chelsea FC v Barcelona 11/05/1966 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 27/08/1966 | £3.00 | |
| 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 |