| Charlton Athletic FC v Middlesbrough FC 28/03/1992 | £3.50 | |
| Queens Park Rangers FC v Middlesbrough FC 19/09/1992 | £2.00 | |
| Liverpool FC v Middlesbrough FC 07/11/1992 | £4.50 | |
| Arsenal FC v Middlesbrough FC 19/12/1992 | £3.50 | |
| Aston Villa FC v Middlesbrough FC 17/01/1993 | £5.00 | |
| Middlesbrough FC v Manchester United FC 16/08/1994 | £4.50 | |
| Charlton Athletic FC v Middlesbrough FC 26/11/1994 | £4.50 | |
| Middlesbrough FC v Charlton Athletic FC 18/02/1995 | £4.00 | |
| Sheffield Wednesday FC v Middlesbrough FC 15/10/1995 | £2.00 | |
| Manchester United FC v Middlesbrough FC 28/10/1995 | £5.50 | |
| Middlesbrough FC v Tottenham Hotspur FC 21/11/1995 | £4.50 | |
| Southampton FC v Middlesbrough FC 20/01/1996 | £2.00 |