| Middlesbrough FC v Arsenal FC 18/08/2001 | View match | |
| Bolton Wanderers FC v Middlesbrough FC 21/08/2001 | View match | |
| Everton FC v Middlesbrough FC 25/08/2001 | View match | |
| Middlesbrough FC v Newcastle United FC 08/09/2001 | £1.80 | |
| Middlesbrough FC v Northampton Town FC 11/09/2001 | View match | |
| Middlesbrough FC v West Ham United FC 15/09/2001 | View match | |
| Leicester City FC v Middlesbrough FC 17/09/2001 | View match | |
| Chelsea FC v Middlesbrough FC 23/09/2001 | £4.50 | |
| Middlesbrough FC v Southampton FC 29/09/2001 | View match | |
| Blackburn Rovers FC v Middlesbrough FC 10/10/2001 | View match | |
| Charlton Athletic FC v Middlesbrough FC 13/10/2001 | £4.00 | |
| Middlesbrough FC v Sunderland FC 22/10/2001 | View match |