| Chelsea FC v West Ham United FC 09/04/1966 | £1.50 | |
| Chelsea FC v West Ham United FC 09/04/1966 | £4.00 | |
| Chelsea FC v Nottingham Forest FC 11/04/1966 | £4.50 | |
| Chelsea FC v Sheffield Wednesday FC 23/04/1966 | £7.50 | |
| 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 | £4.50 | |
| 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 | |
| West Ham United FC v Chelsea FC 20/08/1966 | £25.00 | |
| Chelsea FC v Nottingham Forest FC 24/08/1966 | £4.00 |