| Middlesbrough FC v Blackpool FC 13/01/1968 | View match | |
| Millwall FC v Middlesbrough FC 20/01/1968 | View match | |
| Middlesbrough FC v Hull City FC 27/01/1968 | £5.00 | |
| Hull City FC v Middlesbrough FC 31/01/1968 | £4.50 | |
| Middlesbrough FC v Hull City FC 03/02/1968 | £4.50 | |
| Hull City FC v Middlesbrough FC 07/02/1968 | £13.50 | |
| Aston Villa FC v Middlesbrough FC 10/02/1968 | View match | |
| Middlesbrough FC v Bristol City FC 17/02/1968 | View match | |
| Bristol City FC v Middlesbrough FC 20/02/1968 | View match | |
| Middlesbrough FC v Charlton Athletic FC 24/02/1968 | View match | |
| Plymouth Argyle FC v Middlesbrough FC 02/03/1968 | View match | |
| Middlesbrough FC v Cardiff City FC 09/03/1968 | View match |