| Manchester City FC v Middlesbrough FC 19/12/1990 | £9.50 | |
| Charlton Athletic FC v Middlesbrough FC 23/02/1991 | £4.00 | |
| Middlesbrough FC v Brighton & Hove Albion FC 04/05/1991 | £5.50 | |
| Middlesbrough FC v Millwall FC 17/08/1991 | £4.50 | |
| Brighton & Hove Albion FC v Middlesbrough FC 09/11/1991 | £3.50 | |
| Brighton & Hove Albion FC v Middlesbrough FC 09/11/1991 | £3.50 | |
| Middlesbrough FC v Brighton & Hove Albion FC 21/03/1992 | £5.00 | |
| Charlton Athletic FC v Middlesbrough FC 28/03/1992 | £3.50 | |
| Manchester City FC v Middlesbrough FC 12/09/1992 | £5.00 | |
| Queens Park Rangers FC v Middlesbrough FC 19/09/1992 | £2.00 | |
| Queens Park Rangers FC v Middlesbrough FC 19/09/1992 | £3.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 17/10/1992 | £4.50 |