| Everton FC v Middlesbrough FC 26/12/1995 | View match | |
| Nottingham Forest FC v Middlesbrough FC 30/12/1995 | View match | |
| Middlesbrough FC v Aston Villa FC 01/01/1996 | View match | |
| Notts County FC v Middlesbrough FC 06/01/1996 | View match | |
| Middlesbrough FC v Arsenal FC 13/01/1996 | View match | |
| Southampton FC v Middlesbrough FC 20/01/1996 | £2.00 | |
| Chelsea FC v Middlesbrough FC 04/02/1996 | £4.00 | |
| Chelsea FC v Middlesbrough FC 04/02/1996 | £4.50 | |
| Middlesbrough FC v Wimbledon 07/02/1996 | View match | |
| Middlesbrough FC v Newcastle United FC 10/02/1996 | View match | |
| Wimbledon v Middlesbrough FC 13/02/1996 | View match | |
| Middlesbrough FC v Bolton Wanderers FC 17/02/1996 | View match |