| Arsenal FC v Wimbledon 19/04/1999 | £2.00 | |
| Wimbledon v Newcastle United FC 24/04/1999 | View match | |
| Coventry City FC v Wimbledon 01/05/1999 | View match | |
| Wimbledon v Southampton FC 08/05/1999 | View match | |
| Liverpool FC v Wimbledon 16/05/1999 | View match | |
| Watford FC v Wimbledon 07/08/1999 | View match | |
| Wimbledon v Middlesbrough FC 10/08/1999 | View match | |
| Wimbledon v Coventry City FC 14/08/1999 | View match | |
| Newcastle United FC v Wimbledon 21/08/1999 | View match | |
| Everton FC v Wimbledon 25/08/1999 | View match | |
| Wimbledon v Chelsea FC 28/08/1999 | View match | |
| Wimbledon v Derby County FC 11/09/1999 | View match |