| Charlton Athletic FC v Tottenham Hotspur FC 16/09/2000 | £5.00 | |
| Charlton Athletic FC v Tottenham Hotspur FC 16/09/2000 | £6.50 | |
| Brentford FC v Tottenham Hotspur FC 19/09/2000 | £12.50 | |
| Tottenham Hotspur FC v Manchester City FC 23/09/2000 | £3.00 | |
| Tottenham Hotspur FC v Manchester City FC 23/09/2000 | £4.50 | |
| Tottenham Hotspur FC v Brentford FC 26/09/2000 | £4.50 | |
| Tottenham Hotspur FC v Brentford FC 26/09/2000 | £4.00 | |
| Tottenham Hotspur FC v Brentford FC 26/09/2000 | £2.50 | |
| Leeds United FC v Tottenham Hotspur FC 30/09/2000 | £4.50 | |
| Coventry City FC v Tottenham Hotspur FC 14/10/2000 | £4.50 | |
| Tottenham Hotspur FC v Derby County FC 21/10/2000 | £4.00 | |
| Tottenham Hotspur FC v Derby County FC 21/10/2000 | £4.50 |