| Sheffield Wednesday FC v Chelsea FC 09/10/1968 | £6.50 | |
| Chelsea FC v Leicester City FC 19/10/1968 | £3.50 | |
| Chelsea FC v DWS Amsterdam 23/10/1968 | £6.00 | |
| Chelsea FC v DWS Amsterdam 23/10/1968 | £6.50 | |
| Stoke City FC v Chelsea FC 26/10/1968 | £4.50 | |
| Chelsea FC v Manchester City FC 02/11/1968 | £4.00 | |
| Chelsea FC v Manchester City FC 02/11/1968 | £3.00 | |
| Chelsea FC v Manchester City FC 02/11/1968 | £4.50 | |
| Arsenal FC v Chelsea FC 23/11/1968 | £9.99 | |
| Chelsea FC v Wolverhampton Wanderers FC 14/12/1968 | £4.50 | |
| Chelsea FC v Carlisle United FC 04/01/1969 | £3.50 | |
| Chelsea FC v Carlisle United FC 04/01/1969 | £4.50 |