| Southampton FC v Middlesbrough FC 30/09/2000 | £2.50 | |
| Southampton FC v Middlesbrough FC 30/09/2000 | £2.50 | |
| Charlton Athletic FC v Middlesbrough FC 21/10/2000 | £5.50 | |
| Ipswich Town FC v Middlesbrough FC 28/10/2000 | £4.50 | |
| West Ham United FC v Middlesbrough FC 02/12/2000 | £5.50 | |
| Middlesbrough FC v Chelsea FC 16/12/2000 | £4.50 | |
| Tottenham Hotspur FC v Middlesbrough FC 23/12/2000 | £4.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 23/12/2000 | £4.50 | |
| Chelsea FC v Middlesbrough FC 31/03/2001 | £3.00 | |
| Arsenal FC v Middlesbrough FC 14/04/2001 | £4.50 | |
| Middlesbrough FC v Manchester United FC 28/04/2001 | £5.00 | |
| Middlesbrough FC v Newcastle United FC 08/09/2001 | £1.80 |