| Chelsea FC v Middlesbrough FC 30/03/2008 | £4.80 | |
| Middlesbrough FC v Manchester United FC 06/04/2008 | £6.50 | |
| Tottenham Hotspur FC v Middlesbrough FC 12/04/2008 | £4.60 | |
| Tottenham Hotspur FC v Middlesbrough FC 12/04/2008 | £4.50 | |
| Middlesbrough FC v Bolton Wanderers FC 19/04/2008 | £4.70 | |
| Sunderland FC v Middlesbrough FC 26/04/2008 | £4.80 | |
| Middlesbrough FC v Portsmouth FC 03/05/2008 | View match | |
| Middlesbrough FC v Manchester City FC 11/05/2008 | View match | |
| Middlesbrough FC v Tottenham Hotspur FC 16/08/2008 | £9.50 | |
| Middlesbrough FC v Tottenham Hotspur FC 16/08/2008 | £8.50 | |
| Liverpool FC v Middlesbrough FC 23/08/2008 | £4.80 | |
| Middlesbrough FC v Yeovil Town FC 26/08/2008 | View match |