| Feyenoord v Chelsea FC 14/03/2000 | View match | |
| West Ham United FC v Chelsea FC 18/03/2000 | View match | |
| Chelsea FC v Lazio SS 22/03/2000 | £3.50 | |
| Chelsea FC v Lazio SS 22/03/2000 | £5.50 | |
| Chelsea FC v Southampton FC 25/03/2000 | £3.00 | |
| Leeds United FC v Chelsea FC 01/04/2000 | View match | |
| Chelsea FC v Barcelona 05/04/2000 | £5.50 | |
| Chelsea FC v Barcelona 05/04/2000 | £5.00 | |
| Chelsea FC v Newcastle United FC 09/04/2000 | £8.50 | |
| Chelsea FC v Newcastle United FC 09/04/2000 | £10.00 | |
| Chelsea FC v Coventry City FC 12/04/2000 | £4.00 | |
| Sheffield Wednesday FC v Chelsea FC 15/04/2000 | £3.00 |