| Wimbledon v Newcastle United FC 22/01/2000 | View match | |
| Wimbledon v Everton FC 06/02/2000 | View match | |
| Chelsea FC v Wimbledon 12/02/2000 | £3.00 | |
| Wimbledon v Manchester United FC 26/02/2000 | View match | |
| Derby County FC v Wimbledon 04/03/2000 | View match | |
| Wimbledon v Leicester City FC 11/03/2000 | View match | |
| Leeds United FC v Wimbledon 19/03/2000 | View match | |
| West Ham United FC v Wimbledon 26/03/2000 | £6.00 | |
| Wimbledon v Arsenal FC 01/04/2000 | View match | |
| Sunderland FC v Wimbledon 08/04/2000 | View match | |
| Wimbledon v Sheffield Wednesday FC 12/04/2000 | View match | |
| Wimbledon v Liverpool FC 16/04/2000 | View match |