| Tottenham Hotspur FC v Sheffield Wednesday FC 22/08/1998 | £5.00 | |
| Everton FC v Tottenham Hotspur FC 29/08/1998 | £4.50 | |
| Tottenham Hotspur FC v Blackburn Rovers FC 09/09/1998 | £3.00 | |
| Tottenham Hotspur FC v Blackburn Rovers FC 09/09/1998 | £3.50 | |
| Tottenham Hotspur FC v Middlesbrough FC 13/09/1998 | £4.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 13/09/1998 | £2.00 | |
| Brentford FC v Tottenham Hotspur FC 15/09/1998 | £16.99 | |
| Southampton FC v Tottenham Hotspur FC 19/09/1998 | £3.50 | |
| Southampton FC v Tottenham Hotspur FC 19/09/1998 | £4.50 | |
| Tottenham Hotspur FC v Brentford FC 23/09/1998 | £4.00 | |
| Tottenham Hotspur FC v Brentford FC 23/09/1998 | £4.50 | |
| Tottenham Hotspur FC v Brentford FC 23/09/1998 | £3.50 |