| Chelsea FC v Arsenal FC 06/09/2000 | £5.50 | |
| Newcastle United FC v Chelsea FC 09/09/2000 | £3.50 | |
| Chelsea FC v St Gallen 14/09/2000 | £5.50 | |
| Chelsea FC v Leicester City FC 17/09/2000 | £3.50 | |
| Chelsea FC v Leicester City FC 17/09/2000 | £3.00 | |
| Chelsea FC v Liverpool FC 01/10/2000 | £4.50 | |
| Sunderland FC v Chelsea FC 14/10/2000 | £4.50 | |
| 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 |