| St Gallen v Chelsea FC 28/09/2000 | View match | |
| Chelsea FC v Liverpool FC 01/10/2000 | £4.50 | |
| Sunderland FC v Chelsea FC 14/10/2000 | £4.50 | |
| Chelsea FC v Coventry City FC 21/10/2000 | View match | |
| Chelsea FC v Tottenham Hotspur FC 28/10/2000 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 28/10/2000 | £3.00 | |
| Chelsea FC v Tottenham Hotspur FC 28/10/2000 | £4.50 | |
| Liverpool FC v Chelsea FC 01/11/2000 | £8.50 | |
| Southampton FC v Chelsea FC 04/11/2000 | £4.50 | |
| Southampton FC v Chelsea FC 04/11/2000 | £3.00 | |
| Chelsea FC v Leeds United FC 12/11/2000 | View match | |
| Charlton Athletic FC v Chelsea FC 18/11/2000 | £4.50 |