| Middlesbrough FC v Crystal Palace FC 09/12/1967 | View match | |
| Ipswich Town FC v Middlesbrough FC 16/12/1967 | View match | |
| Middlesbrough FC v Carlisle United FC 23/12/1967 | View match | |
| Bolton Wanderers FC v Middlesbrough FC 26/12/1967 | View match | |
| Middlesbrough FC v Bolton Wanderers FC 30/12/1967 | View match | |
| Middlesbrough FC v Bolton Wanderers FC 30/12/1967 | View match | |
| Blackburn Rovers FC v Middlesbrough FC 06/01/1968 | View match | |
| Middlesbrough FC v Blackpool FC 13/01/1968 | View match | |
| Millwall FC v Middlesbrough FC 20/01/1968 | £6.50 | |
| 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 |