| Tottenham Hotspur FC v Sunderland FC 14/05/2000 | £5.00 | |
| Fulham FC v Tottenham Hotspur FC 02/08/2000 | £6.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 05/08/2000 | £17.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.00 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £4.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.50 | |
| Middlesbrough FC v Tottenham Hotspur FC 22/08/2000 | £5.00 | |
| Newcastle United FC v Tottenham Hotspur FC 26/08/2000 | £4.50 | |
| Tottenham Hotspur FC v Everton FC 05/09/2000 | £4.50 | |
| Tottenham Hotspur FC v West Ham United FC 11/09/2000 | £4.00 | |
| Tottenham Hotspur FC v West Ham United FC 11/09/2000 | £4.50 | |
| Charlton Athletic FC v Tottenham Hotspur FC 16/09/2000 | £5.00 |