| Tottenham Hotspur FC v Portsmouth FC 18/01/2009 | £4.00 | |
| Tottenham Hotspur FC v Portsmouth FC 18/01/2009 | £4.80 | |
| Burnley FC v Tottenham Hotspur FC 21/01/2009 | £6.00 | |
| Burnley FC v Tottenham Hotspur FC 21/01/2009 | £3.00 | |
| Burnley FC v Tottenham Hotspur FC 21/01/2009 | £6.00 | |
| Manchester United FC v Tottenham Hotspur FC 24/01/2009 | £5.50 | |
| Manchester United FC v Tottenham Hotspur FC 24/01/2009 | £6.50 | |
| Tottenham Hotspur FC v Stoke City FC 27/01/2009 | £4.80 | |
| Tottenham Hotspur FC v Stoke City FC 27/01/2009 | £5.00 | |
| Tottenham Hotspur FC v Stoke City FC 27/01/2009 | £4.00 | |
| Bolton Wanderers FC v Tottenham Hotspur FC 31/01/2009 | £6.50 | |
| Bolton Wanderers FC v Tottenham Hotspur FC 31/01/2009 | £7.50 |