| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £2.50 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £5.00 | |
| Wimbledon v Tottenham Hotspur FC 23/01/1999 | £5.00 | |
| Wimbledon v Tottenham Hotspur FC 23/01/1999 | £3.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £6.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £4.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £2.00 | |
| Wimbledon v West Ham United FC 30/01/1999 | View match | |
| Tottenham Hotspur FC v Wimbledon 02/02/1999 | £2.00 | |
| Tottenham Hotspur FC v Wimbledon 02/02/1999 | £4.50 | |
| Charlton Athletic FC v Wimbledon 08/02/1999 | £3.00 | |
| Wimbledon v Tottenham Hotspur FC 16/02/1999 | £5.50 |