| Tottenham Hotspur FC v Wigan Athletic FC 21/09/2008 | £5.00 | |
| Newcastle United FC v Tottenham Hotspur FC 24/09/2008 | £8.50 | |
| Portsmouth FC v Tottenham Hotspur FC 28/09/2008 | £5.20 | |
| Portsmouth FC v Tottenham Hotspur FC 28/09/2008 | £6.50 | |
| Tottenham Hotspur FC v Hull City FC 05/10/2008 | £5.00 | |
| Tottenham Hotspur FC v Hull City FC 05/10/2008 | £5.00 | |
| Stoke City FC v Tottenham Hotspur FC 19/10/2008 | £4.90 | |
| Stoke City FC v Tottenham Hotspur FC 19/10/2008 | £4.00 | |
| Udinese Calcio v Tottenham Hotspur FC 23/10/2008 | £6.50 | |
| Udinese Calcio v Tottenham Hotspur FC 23/10/2008 | £5.50 | |
| Tottenham Hotspur FC v Bolton Wanderers FC 26/10/2008 | £6.50 | |
| Arsenal FC v Tottenham Hotspur FC 29/10/2008 | £4.80 |