| Manchester City FC v Middlesbrough FC 17/03/1964 | £6.50 | |
| Middlesbrough FC v Manchester City FC 05/12/1964 | £9.50 | |
| Newcastle United FC v Middlesbrough FC 28/12/1964 | £6.00 | |
| 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 | |
| Manchester City FC v Middlesbrough FC 29/01/1966 | £7.50 | |
| Leyton Orient FC v Middlesbrough FC 10/04/1967 | £5.00 | |
| Hull City FC v Middlesbrough FC 23/09/1967 | £4.50 |