| Charlton Athletic FC v Middlesbrough FC 13/10/2001 | £4.00 | |
| Middlesbrough FC v Sunderland FC 22/10/2001 | View match | |
| Tottenham Hotspur FC v Middlesbrough FC 27/10/2001 | £4.50 | |
| Tottenham Hotspur FC v Middlesbrough FC 27/10/2001 | £3.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 27/10/2001 | £4.00 | |
| Middlesbrough FC v Derby County FC 03/11/2001 | £1.70 | |
| Aston Villa FC v Middlesbrough FC 17/11/2001 | £2.50 | |
| Aston Villa FC v Middlesbrough FC 17/11/2001 | £3.00 | |
| Middlesbrough FC v Ipswich Town FC 25/11/2001 | View match | |
| Blackburn Rovers FC v Middlesbrough FC 01/12/2001 | View match | |
| Liverpool FC v Middlesbrough FC 08/12/2001 | View match | |
| Middlesbrough FC v Manchester United FC 15/12/2001 | View match |