| Chelsea FC v Preston North End FC 03/02/1969 | £2.00 | |
| Chelsea FC v Arsenal FC 08/02/1969 | View match | |
| Chelsea FC v Stoke City FC 12/02/1969 | £3.00 | |
| Leeds United FC v Chelsea FC 15/02/1969 | View match | |
| Chelsea FC v Sunderland FC 22/02/1969 | £4.50 | |
| Chelsea FC v Sunderland FC 22/02/1969 | £3.00 | |
| Chelsea FC v West Bromwich Albion FC 01/03/1969 | £4.50 | |
| Chelsea FC v West Bromwich Albion FC 01/03/1969 | £3.99 | |
| Chelsea FC v Stoke City FC 05/03/1969 | View match | |
| West Bromwich Albion FC v Chelsea FC 08/03/1969 | View match | |
| Chelsea FC v Coventry City FC 10/03/1969 | View match | |
| Chelsea FC v Manchester United FC 15/03/1969 | £4.50 |