| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £4.50 | |
| Wimbledon v West Ham United FC 30/01/1999 | View match | |
| Tottenham Hotspur FC v Wimbledon 02/02/1999 | £4.50 | |
| Tottenham Hotspur FC v Wimbledon 02/02/1999 | £2.00 | |
| Charlton Athletic FC v Wimbledon 08/02/1999 | £3.00 | |
| Wimbledon v Tottenham Hotspur FC 16/02/1999 | £7.50 | |
| Wimbledon v Tottenham Hotspur FC 16/02/1999 | £5.50 | |
| 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 |