| Liverpool FC v Middlesbrough FC 04/12/1954 | £32.00 | |
| Charlton Athletic FC v Middlesbrough FC 15/02/1958 | £6.00 | |
| Fulham FC v Middlesbrough FC 14/03/1959 | £3.00 | |
| Charlton Athletic FC v Middlesbrough FC 06/02/1960 | £5.00 | |
| Manchester United FC v Middlesbrough FC 07/01/1961 | £4.00 | |
| Southampton FC v Middlesbrough FC 21/01/1961 | £6.99 | |
| Leyton Orient FC v Middlesbrough FC 14/03/1961 | £6.99 | |
| Southampton FC v Middlesbrough FC 21/02/1962 | £7.50 | |
| Leeds United FC v Middlesbrough FC 06/10/1962 | £15.99 | |
| Chelsea FC v Middlesbrough FC 20/10/1962 | £3.00 | |
| Middlesbrough FC v Manchester City FC 29/02/1964 | £8.50 | |
| Manchester City FC v Middlesbrough FC 17/03/1964 | £5.00 |