| Fulham FC v Tottenham Hotspur FC 15/11/2008 | £5.00 | |
| Tottenham Hotspur FC v Blackburn Rovers FC 23/11/2008 | £6.00 | |
| Tottenham Hotspur FC v Blackburn Rovers FC 23/11/2008 | £5.00 | |
| NEC Nijmegen v Tottenham Hotspur FC 27/11/2008 | £7.50 | |
| Tottenham Hotspur FC v Everton FC 30/11/2008 | £5.00 | |
| Tottenham Hotspur FC v Everton FC 30/11/2008 | £5.00 | |
| Tottenham Hotspur FC v Everton FC 30/11/2008 | £4.80 | |
| Watford FC v Tottenham Hotspur FC 03/12/2008 | £9.50 | |
| West Ham United FC v Tottenham Hotspur FC 08/12/2008 | £5.00 | |
| West Ham United FC v Tottenham Hotspur FC 08/12/2008 | £5.50 | |
| Tottenham Hotspur FC v Manchester United FC 13/12/2008 | £5.00 | |
| Tottenham Hotspur FC v Manchester United FC 13/12/2008 | £5.50 |