| Wimbledon v Tottenham Hotspur FC 16/02/1999 | £7.50 | |
| Wimbledon v Aston Villa FC 21/02/1999 | View match | |
| Everton FC v Wimbledon 27/02/1999 | View match | |
| Sheffield Wednesday FC v Wimbledon 03/03/1999 | View match | |
| Wimbledon v Leicester City FC 06/03/1999 | View match | |
| Wimbledon v Nottingham Forest FC 13/03/1999 | View match | |
| Blackburn Rovers FC v Wimbledon 20/03/1999 | View match | |
| Wimbledon v Manchester United FC 03/04/1999 | View match | |
| Middlesbrough FC v Wimbledon 05/04/1999 | View match | |
| Wimbledon v Chelsea FC 11/04/1999 | £4.50 | |
| Arsenal FC v Wimbledon 19/04/1999 | £5.00 | |
| Arsenal FC v Wimbledon 19/04/1999 | £3.50 |