| Portsmouth FC v Middlesbrough FC 15/04/2006 | View match | |
| Middlesbrough FC v West Ham United FC 17/04/2006 | View match | |
| Steaua Bucharest v Middlesbrough FC 20/04/2006 | View match | |
| Middlesbrough FC v West Ham United FC 23/04/2006 | £6.50 | |
| Middlesbrough FC v Steaua Bucharest 27/04/2006 | View match | |
| Middlesbrough FC v Everton FC 29/04/2006 | View match | |
| Manchester United FC v Middlesbrough FC 01/05/2006 | £3.50 | |
| Bolton Wanderers FC v Middlesbrough FC 03/05/2006 | View match | |
| Fulham FC v Middlesbrough FC 07/05/2006 | £4.00 | |
| Middlesbrough FC v Sevilla FC 10/05/2006 | View match | |
| Sheffield Wednesday FC v Middlesbrough FC 29/07/2006 | £4.50 | |
| Reading FC v Middlesbrough FC 19/08/2006 | View match |