| Chelsea FC v Burnley FC 05/04/1969 | £4.50 | |
| West Ham United FC v Chelsea FC 12/04/1969 | £4.00 | |
| West Ham United FC v Chelsea FC 12/04/1969 | £5.00 | |
| West Ham United FC v Chelsea FC 12/04/1969 | £5.50 | |
| Chelsea FC v Arsenal FC 14/04/1969 | £4.00 | |
| Chelsea FC v Arsenal FC 14/04/1969 | £5.50 | |
| Chelsea FC v Queens Park Rangers FC 19/04/1969 | £4.50 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £21.99 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £15.00 | |
| Chelsea FC v Charlton Athletic FC 21/04/1969 | £5.00 | |
| Liverpool FC v Chelsea FC 09/08/1969 | £5.50 | |
| West Ham United FC v Chelsea FC 11/08/1969 | £4.50 |