| Aston Villa FC v Wimbledon 23/10/1999 | £3.00 | |
| Arsenal FC v Wimbledon 18/12/1999 | £5.00 | |
| Liverpool FC v Wimbledon 28/12/1999 | £4.00 | |
| Liverpool FC v Wimbledon 28/12/1999 | £5.00 | |
| Fulham FC v Wimbledon 08/01/2000 | £6.50 | |
| Chelsea FC v Wimbledon 12/02/2000 | £3.00 | |
| Tottenham Hotspur FC v Wimbledon 22/04/2000 | £5.00 | |
| Southampton FC v Wimbledon 14/05/2000 | £3.50 | |
| Southampton FC v Wimbledon 14/05/2000 | £4.00 | |
| Southampton FC v Wimbledon 14/05/2000 | £3.00 | |
| Sheffield Wednesday FC v Wimbledon 09/09/2000 | £3.50 | |
| Manchester City FC v Wimbledon 29/11/2000 | £6.00 |