| Chelsea FC v Nottingham Forest FC 14/08/1968 | £3.00 | |
| Chelsea FC v West Bromwich Albion FC 17/08/1968 | £3.00 | |
| Chelsea FC v West Bromwich Albion FC 17/08/1968 | £3.50 | |
| Chelsea FC v West Bromwich Albion FC 17/08/1968 | £5.50 | |
| Newcastle United FC v Chelsea FC 21/08/1968 | £6.00 | |
| Newcastle United FC v Chelsea FC 21/08/1968 | £4.50 | |
| 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 | |
| Chelsea FC v Tottenham Hotspur FC 31/08/1968 | £4.00 |