| Chelsea FC v Tottenham Hotspur FC 31/08/1968 | £3.50 | |
| Birmingham City FC v Chelsea FC 03/09/1968 | View match | |
| Chelsea FC v Everton FC 07/09/1968 | View match | |
| Coventry City FC v Chelsea FC 10/09/1968 | View match | |
| Queens Park Rangers FC v Chelsea FC 14/09/1968 | £2.50 | |
| Chelsea FC v Greenock Morton 18/09/1968 | View match | |
| Chelsea FC v West Ham United FC 21/09/1968 | £3.00 | |
| Chelsea FC v West Ham United FC 21/09/1968 | £5.50 | |
| Chelsea FC v Derby County FC 25/09/1968 | £2.50 | |
| Chelsea FC v Derby County FC 25/09/1968 | £2.00 | |
| Burnley FC v Chelsea FC 28/09/1968 | View match | |
| Greenock Morton v Chelsea FC 30/09/1968 | View match |