| Chelsea FC v Sunderland FC 22/02/1969 | £3.00 | |
| Chelsea FC v West Bromwich Albion FC 01/03/1969 | £3.99 | |
| Chelsea FC v West Bromwich Albion FC 01/03/1969 | £4.50 | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.50 | |
| Chelsea FC v Newcastle United FC 04/04/1969 | £4.50 | |
| Chelsea FC v Burnley FC 05/04/1969 | £3.00 | |
| 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 | £5.50 | |
| Chelsea FC v Arsenal FC 14/04/1969 | £4.00 |