| Wimbledon v Sheffield Wednesday FC 19/09/1998 | £3.00 | |
| Manchester United FC v Wimbledon 17/10/1998 | £10.00 | |
| Manchester United FC v Wimbledon 17/10/1998 | £9.00 | |
| Manchester United FC v Wimbledon 17/10/1998 | £5.50 | |
| Chelsea FC v Wimbledon 14/11/1998 | £3.50 | |
| Chelsea FC v Wimbledon 14/11/1998 | £3.50 | |
| Chelsea FC v Wimbledon 14/11/1998 | £2.50 | |
| Chelsea FC v Wimbledon 14/11/1998 | £3.50 | |
| Wimbledon v Chelsea FC 01/12/1998 | £4.50 | |
| Southampton FC v Wimbledon 19/12/1998 | £3.50 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £5.00 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £2.50 |