| Chelsea FC v West Bromwich Albion FC 17/08/1968 | £5.50 | |
| Newcastle United FC v Chelsea FC 21/08/1968 | View match | |
| Manchester United FC v Chelsea FC 24/08/1968 | View match | |
| Chelsea FC v Sheffield Wednesday FC 28/08/1968 | £3.00 | |
| Chelsea FC v Tottenham Hotspur FC 31/08/1968 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 31/08/1968 | £3.00 | |
| 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 |