| Southampton FC v Middlesbrough FC 21/02/1962 | £7.50 | |
| 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 | |
| Manchester City FC v Middlesbrough FC 17/03/1964 | £6.50 | |
| Middlesbrough FC v Manchester City FC 05/12/1964 | £9.50 | |
| Manchester City FC v Middlesbrough FC 06/03/1965 | £5.00 | |
| Birmingham City FC v Middlesbrough FC 23/08/1965 | £2.50 | |
| Preston North End FC v Middlesbrough FC 11/09/1965 | £5.00 | |
| Preston North End FC v Middlesbrough FC 11/09/1965 | £4.50 | |
| Middlesbrough FC v Charlton Athletic FC 18/09/1965 | £5.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 22/01/1966 | £1.50 |